Palladium-catalyzed reaction of o-ethynylphenols, o-((trimethylsilyl)ethynyl)phenyl acetates, and o-alkynylphenols with unsaturated triflates or halides: A route to 2-substituted-, 2,3-disubstituted-, and 2-substituted-3-acylbenzo[b]furans

Journal of Organic Chemistry

Volumn 61, Issue 26, 1996, Pages 9280-9288

  Arcadi, Antonio ^a   Cacchi, Sandro ^b   Del Rosario, Mario ^a   Fabrizi, Giancarlo ^b   Marinelli, Fabio ^a  

^a UNIVERSITY OF L'AQUILA   (Italy)

^b SAPIENZA UNIVERSITY OF ROME   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

BENZOFURAN DERIVATIVE;

ARTICLE; CATALYSIS; DRUG SYNTHESIS; METHODOLOGY; REACTION ANALYSIS;

EID: 0030446401     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo961051a     Document Type: Article

References (80)

1. Arcadi, A.; Bernocchi, E.; Burini, A.; Cacchi, S.; Marinelli, F.; Pietroni, B. Tetrahedron 1988, 44, 481. Arcadi, A.; Bernocchi, E.; Burini, A.; Cacchi, S.; Marinelli, F.; Pietroni, B. Tetrahedron Lett. 1989, 26, 3465. Cacchi, S.; Fabrizi, G.; Marinelli, F.; Moro, L.; Pace, P. Tetrahedron 1996, 52, 10225.
2. Arcadi, A.; Bernocchi, E.; Burini, A.; Cacchi, S.; Marinelli, F.; Pietroni, B. Tetrahedron 1988, 44, 481. Arcadi, A.; Bernocchi, E.; Burini, A.; Cacchi, S.; Marinelli, F.; Pietroni, B. Tetrahedron Lett. 1989, 26, 3465. Cacchi, S.; Fabrizi, G.; Marinelli, F.; Moro, L.; Pace, P. Tetrahedron 1996, 52, 10225.
3. Arcadi, A.; Bernocchi, E.; Burini, A.; Cacchi, S.; Marinelli, F.; Pietroni, B. Tetrahedron 1988, 44, 481. Arcadi, A.; Bernocchi, E.; Burini, A.; Cacchi, S.; Marinelli, F.; Pietroni, B. Tetrahedron Lett. 1989, 26, 3465. Cacchi, S.; Fabrizi, G.; Marinelli, F.; Moro, L.; Pace, P. Tetrahedron 1996, 52, 10225.
4. (a) Arcadi, A.; Cacchi, S.; Marinelli, F. Synthesis 1986, 749.
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8. For other syntheses of heterocycles based on the palladium-catalyzed coupling of 1-alkynes with unsaturated halides or triflates, followed by a cyclization step, see: Tischler, A. N.; Lanza, T. J. Tetrahedron Lett. 1986, 27, 1653. Sakamoto, T.; Kondo, Y.; Yamanaka, H. Heterocycles 1986, 24, 31. Sakamoto, T.; Kondo, Y.; Iwashita, S.; Nagano, T.; Yamanaka, H. Chem. Pharm. Bull. 1988, 36, 1305. Kondo, Y.; Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Rudisill, D. E.; Stille, J. K. J. Org. Chem. 1989, 54, 5856. Neville, C. F.; Barr, S. A.; Grundon, M. F. Tetrahedron Lett. 1992, 33, 5995. Kumar, V.; Dority, J. A.; Bacon, E. R.; Singh, B.; Lesher, G. Y. J. Org. Chem. 1992, 57, 6995. Kundu, N. G.; Pal, M. J. Chem. Soc., Chem. Commun. 1993, 86. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Houpis, I. N.; Choi, W. B., Reider, P. J., Molina, A.; Churchill, H.; Lynch, J.; Volante, R. P. Tetrahedron Lett. 1994, 50, 9355. Ciufolini, M. A.; Weiss, T. J. Tetrahedron Lett. 1994, 35, 1127. Kondo, Y.; Shiga, F.; Sakamoto, T.; Yamanaka, H. Tetrahedron 1994, 50, 11803. Saito, T.; Morimoto, M.; Akiyama, C.; Matsumoto, T.; Suzuki, K. J. Am. Chem. Soc. 1995, 117, 10757. Shin, K.; Ogasawara, K. Synlett 1998, 859. Liao, H.-Y.; Cheng, C.-H. J. Org. Chem. 1995, 60, 3711. Bates, R. W.; Rama-Devi, T. Synlett 1995, 1151. Amatore, C.; Blart, E., Genêt, J. P.; Jutand, A.; Lemaire-Audoire, S.; Savignac, M. J. Org. Chem. 1995, 60, 6829.
9. For other syntheses of heterocycles based on the palladium-catalyzed coupling of 1-alkynes with unsaturated halides or triflates, followed by a cyclization step, see: Tischler, A. N.; Lanza, T. J. Tetrahedron Lett. 1986, 27, 1653. Sakamoto, T.; Kondo, Y.; Yamanaka, H. Heterocycles 1986, 24, 31. Sakamoto, T.; Kondo, Y.; Iwashita, S.; Nagano, T.; Yamanaka, H. Chem. Pharm. Bull. 1988, 36, 1305. Kondo, Y.; Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Rudisill, D. E.; Stille, J. K. J. Org. Chem. 1989, 54, 5856. Neville, C. F.; Barr, S. A.; Grundon, M. F. Tetrahedron Lett. 1992, 33, 5995. Kumar, V.; Dority, J. A.; Bacon, E. R.; Singh, B.; Lesher, G. Y. J. Org. Chem. 1992, 57, 6995. Kundu, N. G.; Pal, M. J. Chem. Soc., Chem. Commun. 1993, 86. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Houpis, I. N.; Choi, W. B., Reider, P. J., Molina, A.; Churchill, H.; Lynch, J.; Volante, R. P. Tetrahedron Lett. 1994, 50, 9355. Ciufolini, M. A.; Weiss, T. J. Tetrahedron Lett. 1994, 35, 1127. Kondo, Y.; Shiga, F.; Sakamoto, T.; Yamanaka, H. Tetrahedron 1994, 50, 11803. Saito, T.; Morimoto, M.; Akiyama, C.; Matsumoto, T.; Suzuki, K. J. Am. Chem. Soc. 1995, 117, 10757. Shin, K.; Ogasawara, K. Synlett 1998, 859. Liao, H.-Y.; Cheng, C.-H. J. Org. Chem. 1995, 60, 3711. Bates, R. W.; Rama-Devi, T. Synlett 1995, 1151. Amatore, C.; Blart, E., Genêt, J. P.; Jutand, A.; Lemaire-Audoire, S.; Savignac, M. J. Org. Chem. 1995, 60, 6829.
10. For other syntheses of heterocycles based on the palladium-catalyzed coupling of 1-alkynes with unsaturated halides or triflates, followed by a cyclization step, see: Tischler, A. N.; Lanza, T. J. Tetrahedron Lett. 1986, 27, 1653. Sakamoto, T.; Kondo, Y.; Yamanaka, H. Heterocycles 1986, 24, 31. Sakamoto, T.; Kondo, Y.; Iwashita, S.; Nagano, T.; Yamanaka, H. Chem. Pharm. Bull. 1988, 36, 1305. Kondo, Y.; Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Rudisill, D. E.; Stille, J. K. J. Org. Chem. 1989, 54, 5856. Neville, C. F.; Barr, S. A.; Grundon, M. F. Tetrahedron Lett. 1992, 33, 5995. Kumar, V.; Dority, J. A.; Bacon, E. R.; Singh, B.; Lesher, G. Y. J. Org. Chem. 1992, 57, 6995. Kundu, N. G.; Pal, M. J. Chem. Soc., Chem. Commun. 1993, 86. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Houpis, I. N.; Choi, W. B., Reider, P. J., Molina, A.; Churchill, H.; Lynch, J.; Volante, R. P. Tetrahedron Lett. 1994, 50, 9355. Ciufolini, M. A.; Weiss, T. J. Tetrahedron Lett. 1994, 35, 1127. Kondo, Y.; Shiga, F.; Sakamoto, T.; Yamanaka, H. Tetrahedron 1994, 50, 11803. Saito, T.; Morimoto, M.; Akiyama, C.; Matsumoto, T.; Suzuki, K. J. Am. Chem. Soc. 1995, 117, 10757. Shin, K.; Ogasawara, K. Synlett 1998, 859. Liao, H.-Y.; Cheng, C.-H. J. Org. Chem. 1995, 60, 3711. Bates, R. W.; Rama-Devi, T. Synlett 1995, 1151. Amatore, C.; Blart, E., Genêt, J. P.; Jutand, A.; Lemaire-Audoire, S.; Savignac, M. J. Org. Chem. 1995, 60, 6829.
11. For other syntheses of heterocycles based on the palladium-catalyzed coupling of 1-alkynes with unsaturated halides or triflates, followed by a cyclization step, see: Tischler, A. N.; Lanza, T. J. Tetrahedron Lett. 1986, 27, 1653. Sakamoto, T.; Kondo, Y.; Yamanaka, H. Heterocycles 1986, 24, 31. Sakamoto, T.; Kondo, Y.; Iwashita, S.; Nagano, T.; Yamanaka, H. Chem. Pharm. Bull. 1988, 36, 1305. Kondo, Y.; Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Rudisill, D. E.; Stille, J. K. J. Org. Chem. 1989, 54, 5856. Neville, C. F.; Barr, S. A.; Grundon, M. F. Tetrahedron Lett. 1992, 33, 5995. Kumar, V.; Dority, J. A.; Bacon, E. R.; Singh, B.; Lesher, G. Y. J. Org. Chem. 1992, 57, 6995. Kundu, N. G.; Pal, M. J. Chem. Soc., Chem. Commun. 1993, 86. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Houpis, I. N.; Choi, W. B., Reider, P. J., Molina, A.; Churchill, H.; Lynch, J.; Volante, R. P. Tetrahedron Lett. 1994, 50, 9355. Ciufolini, M. A.; Weiss, T. J. Tetrahedron Lett. 1994, 35, 1127. Kondo, Y.; Shiga, F.; Sakamoto, T.; Yamanaka, H. Tetrahedron 1994, 50, 11803. Saito, T.; Morimoto, M.; Akiyama, C.; Matsumoto, T.; Suzuki, K. J. Am. Chem. Soc. 1995, 117, 10757. Shin, K.; Ogasawara, K. Synlett 1998, 859. Liao, H.-Y.; Cheng, C.-H. J. Org. Chem. 1995, 60, 3711. Bates, R. W.; Rama-Devi, T. Synlett 1995, 1151. Amatore, C.; Blart, E., Genêt, J. P.; Jutand, A.; Lemaire-Audoire, S.; Savignac, M. J. Org. Chem. 1995, 60, 6829.
12. For other syntheses of heterocycles based on the palladium-catalyzed coupling of 1-alkynes with unsaturated halides or triflates, followed by a cyclization step, see: Tischler, A. N.; Lanza, T. J. Tetrahedron Lett. 1986, 27, 1653. Sakamoto, T.; Kondo, Y.; Yamanaka, H. Heterocycles 1986, 24, 31. Sakamoto, T.; Kondo, Y.; Iwashita, S.; Nagano, T.; Yamanaka, H. Chem. Pharm. Bull. 1988, 36, 1305. Kondo, Y.; Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Rudisill, D. E.; Stille, J. K. J. Org. Chem. 1989, 54, 5856. Neville, C. F.; Barr, S. A.; Grundon, M. F. Tetrahedron Lett. 1992, 33, 5995. Kumar, V.; Dority, J. A.; Bacon, E. R.; Singh, B.; Lesher, G. Y. J. Org. Chem. 1992, 57, 6995. Kundu, N. G.; Pal, M. J. Chem. Soc., Chem. Commun. 1993, 86. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Houpis, I. N.; Choi, W. B., Reider, P. J., Molina, A.; Churchill, H.; Lynch, J.; Volante, R. P. Tetrahedron Lett. 1994, 50, 9355. Ciufolini, M. A.; Weiss, T. J. Tetrahedron Lett. 1994, 35, 1127. Kondo, Y.; Shiga, F.; Sakamoto, T.; Yamanaka, H. Tetrahedron 1994, 50, 11803. Saito, T.; Morimoto, M.; Akiyama, C.; Matsumoto, T.; Suzuki, K. J. Am. Chem. Soc. 1995, 117, 10757. Shin, K.; Ogasawara, K. Synlett 1998, 859. Liao, H.-Y.; Cheng, C.-H. J. Org. Chem. 1995, 60, 3711. Bates, R. W.; Rama-Devi, T. Synlett 1995, 1151. Amatore, C.; Blart, E., Genêt, J. P.; Jutand, A.; Lemaire-Audoire, S.; Savignac, M. J. Org. Chem. 1995, 60, 6829.
13. For other syntheses of heterocycles based on the palladium-catalyzed coupling of 1-alkynes with unsaturated halides or triflates, followed by a cyclization step, see: Tischler, A. N.; Lanza, T. J. Tetrahedron Lett. 1986, 27, 1653. Sakamoto, T.; Kondo, Y.; Yamanaka, H. Heterocycles 1986, 24, 31. Sakamoto, T.; Kondo, Y.; Iwashita, S.; Nagano, T.; Yamanaka, H. Chem. Pharm. Bull. 1988, 36, 1305. Kondo, Y.; Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Rudisill, D. E.; Stille, J. K. J. Org. Chem. 1989, 54, 5856. Neville, C. F.; Barr, S. A.; Grundon, M. F. Tetrahedron Lett. 1992, 33, 5995. Kumar, V.; Dority, J. A.; Bacon, E. R.; Singh, B.; Lesher, G. Y. J. Org. Chem. 1992, 57, 6995. Kundu, N. G.; Pal, M. J. Chem. Soc., Chem. Commun. 1993, 86. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Houpis, I. N.; Choi, W. B., Reider, P. J., Molina, A.; Churchill, H.; Lynch, J.; Volante, R. P. Tetrahedron Lett. 1994, 50, 9355. Ciufolini, M. A.; Weiss, T. J. Tetrahedron Lett. 1994, 35, 1127. Kondo, Y.; Shiga, F.; Sakamoto, T.; Yamanaka, H. Tetrahedron 1994, 50, 11803. Saito, T.; Morimoto, M.; Akiyama, C.; Matsumoto, T.; Suzuki, K. J. Am. Chem. Soc. 1995, 117, 10757. Shin, K.; Ogasawara, K. Synlett 1998, 859. Liao, H.-Y.; Cheng, C.-H. J. Org. Chem. 1995, 60, 3711. Bates, R. W.; Rama-Devi, T. Synlett 1995, 1151. Amatore, C.; Blart, E., Genêt, J. P.; Jutand, A.; Lemaire-Audoire, S.; Savignac, M. J. Org. Chem. 1995, 60, 6829.
14. For other syntheses of heterocycles based on the palladium-catalyzed coupling of 1-alkynes with unsaturated halides or triflates, followed by a cyclization step, see: Tischler, A. N.; Lanza, T. J. Tetrahedron Lett. 1986, 27, 1653. Sakamoto, T.; Kondo, Y.; Yamanaka, H. Heterocycles 1986, 24, 31. Sakamoto, T.; Kondo, Y.; Iwashita, S.; Nagano, T.; Yamanaka, H. Chem. Pharm. Bull. 1988, 36, 1305. Kondo, Y.; Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Rudisill, D. E.; Stille, J. K. J. Org. Chem. 1989, 54, 5856. Neville, C. F.; Barr, S. A.; Grundon, M. F. Tetrahedron Lett. 1992, 33, 5995. Kumar, V.; Dority, J. A.; Bacon, E. R.; Singh, B.; Lesher, G. Y. J. Org. Chem. 1992, 57, 6995. Kundu, N. G.; Pal, M. J. Chem. Soc., Chem. Commun. 1993, 86. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Houpis, I. N.; Choi, W. B., Reider, P. J., Molina, A.; Churchill, H.; Lynch, J.; Volante, R. P. Tetrahedron Lett. 1994, 50, 9355. Ciufolini, M. A.; Weiss, T. J. Tetrahedron Lett. 1994, 35, 1127. Kondo, Y.; Shiga, F.; Sakamoto, T.; Yamanaka, H. Tetrahedron 1994, 50, 11803. Saito, T.; Morimoto, M.; Akiyama, C.; Matsumoto, T.; Suzuki, K. J. Am. Chem. Soc. 1995, 117, 10757. Shin, K.; Ogasawara, K. Synlett 1998, 859. Liao, H.-Y.; Cheng, C.-H. J. Org. Chem. 1995, 60, 3711. Bates, R. W.; Rama-Devi, T. Synlett 1995, 1151. Amatore, C.; Blart, E., Genêt, J. P.; Jutand, A.; Lemaire-Audoire, S.; Savignac, M. J. Org. Chem. 1995, 60, 6829.
15. For other syntheses of heterocycles based on the palladium-catalyzed coupling of 1-alkynes with unsaturated halides or triflates, followed by a cyclization step, see: Tischler, A. N.; Lanza, T. J. Tetrahedron Lett. 1986, 27, 1653. Sakamoto, T.; Kondo, Y.; Yamanaka, H. Heterocycles 1986, 24, 31. Sakamoto, T.; Kondo, Y.; Iwashita, S.; Nagano, T.; Yamanaka, H. Chem. Pharm. Bull. 1988, 36, 1305. Kondo, Y.; Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Rudisill, D. E.; Stille, J. K. J. Org. Chem. 1989, 54, 5856. Neville, C. F.; Barr, S. A.; Grundon, M. F. Tetrahedron Lett. 1992, 33, 5995. Kumar, V.; Dority, J. A.; Bacon, E. R.; Singh, B.; Lesher, G. Y. J. Org. Chem. 1992, 57, 6995. Kundu, N. G.; Pal, M. J. Chem. Soc., Chem. Commun. 1993, 86. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Houpis, I. N.; Choi, W. B., Reider, P. J., Molina, A.; Churchill, H.; Lynch, J.; Volante, R. P. Tetrahedron Lett. 1994, 50, 9355. Ciufolini, M. A.; Weiss, T. J. Tetrahedron Lett. 1994, 35, 1127. Kondo, Y.; Shiga, F.; Sakamoto, T.; Yamanaka, H. Tetrahedron 1994, 50, 11803. Saito, T.; Morimoto, M.; Akiyama, C.; Matsumoto, T.; Suzuki, K. J. Am. Chem. Soc. 1995, 117, 10757. Shin, K.; Ogasawara, K. Synlett 1998, 859. Liao, H.-Y.; Cheng, C.-H. J. Org. Chem. 1995, 60, 3711. Bates, R. W.; Rama-Devi, T. Synlett 1995, 1151. Amatore, C.; Blart, E., Genêt, J. P.; Jutand, A.; Lemaire-Audoire, S.; Savignac, M. J. Org. Chem. 1995, 60, 6829.
16. For other syntheses of heterocycles based on the palladium-catalyzed coupling of 1-alkynes with unsaturated halides or triflates, followed by a cyclization step, see: Tischler, A. N.; Lanza, T. J. Tetrahedron Lett. 1986, 27, 1653. Sakamoto, T.; Kondo, Y.; Yamanaka, H. Heterocycles 1986, 24, 31. Sakamoto, T.; Kondo, Y.; Iwashita, S.; Nagano, T.; Yamanaka, H. Chem. Pharm. Bull. 1988, 36, 1305. Kondo, Y.; Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Rudisill, D. E.; Stille, J. K. J. Org. Chem. 1989, 54, 5856. Neville, C. F.; Barr, S. A.; Grundon, M. F. Tetrahedron Lett. 1992, 33, 5995. Kumar, V.; Dority, J. A.; Bacon, E. R.; Singh, B.; Lesher, G. Y. J. Org. Chem. 1992, 57, 6995. Kundu, N. G.; Pal, M. J. Chem. Soc., Chem. Commun. 1993, 86. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Houpis, I. N.; Choi, W. B., Reider, P. J., Molina, A.; Churchill, H.; Lynch, J.; Volante, R. P. Tetrahedron Lett. 1994, 50, 9355. Ciufolini, M. A.; Weiss, T. J. Tetrahedron Lett. 1994, 35, 1127. Kondo, Y.; Shiga, F.; Sakamoto, T.; Yamanaka, H. Tetrahedron 1994, 50, 11803. Saito, T.; Morimoto, M.; Akiyama, C.; Matsumoto, T.; Suzuki, K. J. Am. Chem. Soc. 1995, 117, 10757. Shin, K.; Ogasawara, K. Synlett 1998, 859. Liao, H.-Y.; Cheng, C.-H. J. Org. Chem. 1995, 60, 3711. Bates, R. W.; Rama-Devi, T. Synlett 1995, 1151. Amatore, C.; Blart, E., Genêt, J. P.; Jutand, A.; Lemaire-Audoire, S.; Savignac, M. J. Org. Chem. 1995, 60, 6829.
17. For other syntheses of heterocycles based on the palladium-catalyzed coupling of 1-alkynes with unsaturated halides or triflates, followed by a cyclization step, see: Tischler, A. N.; Lanza, T. J. Tetrahedron Lett. 1986, 27, 1653. Sakamoto, T.; Kondo, Y.; Yamanaka, H. Heterocycles 1986, 24, 31. Sakamoto, T.; Kondo, Y.; Iwashita, S.; Nagano, T.; Yamanaka, H. Chem. Pharm. Bull. 1988, 36, 1305. Kondo, Y.; Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Rudisill, D. E.; Stille, J. K. J. Org. Chem. 1989, 54, 5856. Neville, C. F.; Barr, S. A.; Grundon, M. F. Tetrahedron Lett. 1992, 33, 5995. Kumar, V.; Dority, J. A.; Bacon, E. R.; Singh, B.; Lesher, G. Y. J. Org. Chem. 1992, 57, 6995. Kundu, N. G.; Pal, M. J. Chem. Soc., Chem. Commun. 1993, 86. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Houpis, I. N.; Choi, W. B., Reider, P. J., Molina, A.; Churchill, H.; Lynch, J.; Volante, R. P. Tetrahedron Lett. 1994, 50, 9355. Ciufolini, M. A.; Weiss, T. J. Tetrahedron Lett. 1994, 35, 1127. Kondo, Y.; Shiga, F.; Sakamoto, T.; Yamanaka, H. Tetrahedron 1994, 50, 11803. Saito, T.; Morimoto, M.; Akiyama, C.; Matsumoto, T.; Suzuki, K. J. Am. Chem. Soc. 1995, 117, 10757. Shin, K.; Ogasawara, K. Synlett 1998, 859. Liao, H.-Y.; Cheng, C.-H. J. Org. Chem. 1995, 60, 3711. Bates, R. W.; Rama-Devi, T. Synlett 1995, 1151. Amatore, C.; Blart, E., Genêt, J. P.; Jutand, A.; Lemaire-Audoire, S.; Savignac, M. J. Org. Chem. 1995, 60, 6829.
18. For other syntheses of heterocycles based on the palladium-catalyzed coupling of 1-alkynes with unsaturated halides or triflates, followed by a cyclization step, see: Tischler, A. N.; Lanza, T. J. Tetrahedron Lett. 1986, 27, 1653. Sakamoto, T.; Kondo, Y.; Yamanaka, H. Heterocycles 1986, 24, 31. Sakamoto, T.; Kondo, Y.; Iwashita, S.; Nagano, T.; Yamanaka, H. Chem. Pharm. Bull. 1988, 36, 1305. Kondo, Y.; Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Rudisill, D. E.; Stille, J. K. J. Org. Chem. 1989, 54, 5856. Neville, C. F.; Barr, S. A.; Grundon, M. F. Tetrahedron Lett. 1992, 33, 5995. Kumar, V.; Dority, J. A.; Bacon, E. R.; Singh, B.; Lesher, G. Y. J. Org. Chem. 1992, 57, 6995. Kundu, N. G.; Pal, M. J. Chem. Soc., Chem. Commun. 1993, 86. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Houpis, I. N.; Choi, W. B., Reider, P. J., Molina, A.; Churchill, H.; Lynch, J.; Volante, R. P. Tetrahedron Lett. 1994, 50, 9355. Ciufolini, M. A.; Weiss, T. J. Tetrahedron Lett. 1994, 35, 1127. Kondo, Y.; Shiga, F.; Sakamoto, T.; Yamanaka, H. Tetrahedron 1994, 50, 11803. Saito, T.; Morimoto, M.; Akiyama, C.; Matsumoto, T.; Suzuki, K. J. Am. Chem. Soc. 1995, 117, 10757. Shin, K.; Ogasawara, K. Synlett 1998, 859. Liao, H.-Y.; Cheng, C.-H. J. Org. Chem. 1995, 60, 3711. Bates, R. W.; Rama-Devi, T. Synlett 1995, 1151. Amatore, C.; Blart, E., Genêt, J. P.; Jutand, A.; Lemaire-Audoire, S.; Savignac, M. J. Org. Chem. 1995, 60, 6829.
19. For other syntheses of heterocycles based on the palladium-catalyzed coupling of 1-alkynes with unsaturated halides or triflates, followed by a cyclization step, see: Tischler, A. N.; Lanza, T. J. Tetrahedron Lett. 1986, 27, 1653. Sakamoto, T.; Kondo, Y.; Yamanaka, H. Heterocycles 1986, 24, 31. Sakamoto, T.; Kondo, Y.; Iwashita, S.; Nagano, T.; Yamanaka, H. Chem. Pharm. Bull. 1988, 36, 1305. Kondo, Y.; Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Rudisill, D. E.; Stille, J. K. J. Org. Chem. 1989, 54, 5856. Neville, C. F.; Barr, S. A.; Grundon, M. F. Tetrahedron Lett. 1992, 33, 5995. Kumar, V.; Dority, J. A.; Bacon, E. R.; Singh, B.; Lesher, G. Y. J. Org. Chem. 1992, 57, 6995. Kundu, N. G.; Pal, M. J. Chem. Soc., Chem. Commun. 1993, 86. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Houpis, I. N.; Choi, W. B., Reider, P. J., Molina, A.; Churchill, H.; Lynch, J.; Volante, R. P. Tetrahedron Lett. 1994, 50, 9355. Ciufolini, M. A.; Weiss, T. J. Tetrahedron Lett. 1994, 35, 1127. Kondo, Y.; Shiga, F.; Sakamoto, T.; Yamanaka, H. Tetrahedron 1994, 50, 11803. Saito, T.; Morimoto, M.; Akiyama, C.; Matsumoto, T.; Suzuki, K. J. Am. Chem. Soc. 1995, 117, 10757. Shin, K.; Ogasawara, K. Synlett 1998, 859. Liao, H.-Y.; Cheng, C.-H. J. Org. Chem. 1995, 60, 3711. Bates, R. W.; Rama-Devi, T. Synlett 1995, 1151. Amatore, C.; Blart, E., Genêt, J. P.; Jutand, A.; Lemaire-Audoire, S.; Savignac, M. J. Org. Chem. 1995, 60, 6829.
20. For other syntheses of heterocycles based on the palladium-catalyzed coupling of 1-alkynes with unsaturated halides or triflates, followed by a cyclization step, see: Tischler, A. N.; Lanza, T. J. Tetrahedron Lett. 1986, 27, 1653. Sakamoto, T.; Kondo, Y.; Yamanaka, H. Heterocycles 1986, 24, 31. Sakamoto, T.; Kondo, Y.; Iwashita, S.; Nagano, T.; Yamanaka, H. Chem. Pharm. Bull. 1988, 36, 1305. Kondo, Y.; Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Rudisill, D. E.; Stille, J. K. J. Org. Chem. 1989, 54, 5856. Neville, C. F.; Barr, S. A.; Grundon, M. F. Tetrahedron Lett. 1992, 33, 5995. Kumar, V.; Dority, J. A.; Bacon, E. R.; Singh, B.; Lesher, G. Y. J. Org. Chem. 1992, 57, 6995. Kundu, N. G.; Pal, M. J. Chem. Soc., Chem. Commun. 1993, 86. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Houpis, I. N.; Choi, W. B., Reider, P. J., Molina, A.; Churchill, H.; Lynch, J.; Volante, R. P. Tetrahedron Lett. 1994, 50, 9355. Ciufolini, M. A.; Weiss, T. J. Tetrahedron Lett. 1994, 35, 1127. Kondo, Y.; Shiga, F.; Sakamoto, T.; Yamanaka, H. Tetrahedron 1994, 50, 11803. Saito, T.; Morimoto, M.; Akiyama, C.; Matsumoto, T.; Suzuki, K. J. Am. Chem. Soc. 1995, 117, 10757. Shin, K.; Ogasawara, K. Synlett 1998, 859. Liao, H.-Y.; Cheng, C.-H. J. Org. Chem. 1995, 60, 3711. Bates, R. W.; Rama-Devi, T. Synlett 1995, 1151. Amatore, C.; Blart, E., Genêt, J. P.; Jutand, A.; Lemaire-Audoire, S.; Savignac, M. J. Org. Chem. 1995, 60, 6829.
21. For other syntheses of heterocycles based on the palladium-catalyzed coupling of 1-alkynes with unsaturated halides or triflates, followed by a cyclization step, see: Tischler, A. N.; Lanza, T. J. Tetrahedron Lett. 1986, 27, 1653. Sakamoto, T.; Kondo, Y.; Yamanaka, H. Heterocycles 1986, 24, 31. Sakamoto, T.; Kondo, Y.; Iwashita, S.; Nagano, T.; Yamanaka, H. Chem. Pharm. Bull. 1988, 36, 1305. Kondo, Y.; Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Rudisill, D. E.; Stille, J. K. J. Org. Chem. 1989, 54, 5856. Neville, C. F.; Barr, S. A.; Grundon, M. F. Tetrahedron Lett. 1992, 33, 5995. Kumar, V.; Dority, J. A.; Bacon, E. R.; Singh, B.; Lesher, G. Y. J. Org. Chem. 1992, 57, 6995. Kundu, N. G.; Pal, M. J. Chem. Soc., Chem. Commun. 1993, 86. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Houpis, I. N.; Choi, W. B., Reider, P. J., Molina, A.; Churchill, H.; Lynch, J.; Volante, R. P. Tetrahedron Lett. 1994, 50, 9355. Ciufolini, M. A.; Weiss, T. J. Tetrahedron Lett. 1994, 35, 1127. Kondo, Y.; Shiga, F.; Sakamoto, T.; Yamanaka, H. Tetrahedron 1994, 50, 11803. Saito, T.; Morimoto, M.; Akiyama, C.; Matsumoto, T.; Suzuki, K. J. Am. Chem. Soc. 1995, 117, 10757. Shin, K.; Ogasawara, K. Synlett 1998, 859. Liao, H.-Y.; Cheng, C.-H. J. Org. Chem. 1995, 60, 3711. Bates, R. W.; Rama-Devi, T. Synlett 1995, 1151. Amatore, C.; Blart, E., Genêt, J. P.; Jutand, A.; Lemaire-Audoire, S.; Savignac, M. J. Org. Chem. 1995, 60, 6829.
22. For other syntheses of heterocycles based on the palladium-catalyzed coupling of 1-alkynes with unsaturated halides or triflates, followed by a cyclization step, see: Tischler, A. N.; Lanza, T. J. Tetrahedron Lett. 1986, 27, 1653. Sakamoto, T.; Kondo, Y.; Yamanaka, H. Heterocycles 1986, 24, 31. Sakamoto, T.; Kondo, Y.; Iwashita, S.; Nagano, T.; Yamanaka, H. Chem. Pharm. Bull. 1988, 36, 1305. Kondo, Y.; Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Rudisill, D. E.; Stille, J. K. J. Org. Chem. 1989, 54, 5856. Neville, C. F.; Barr, S. A.; Grundon, M. F. Tetrahedron Lett. 1992, 33, 5995. Kumar, V.; Dority, J. A.; Bacon, E. R.; Singh, B.; Lesher, G. Y. J. Org. Chem. 1992, 57, 6995. Kundu, N. G.; Pal, M. J. Chem. Soc., Chem. Commun. 1993, 86. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Houpis, I. N.; Choi, W. B., Reider, P. J., Molina, A.; Churchill, H.; Lynch, J.; Volante, R. P. Tetrahedron Lett. 1994, 50, 9355. Ciufolini, M. A.; Weiss, T. J. Tetrahedron Lett. 1994, 35, 1127. Kondo, Y.; Shiga, F.; Sakamoto, T.; Yamanaka, H. Tetrahedron 1994, 50, 11803. Saito, T.; Morimoto, M.; Akiyama, C.; Matsumoto, T.; Suzuki, K. J. Am. Chem. Soc. 1995, 117, 10757. Shin, K.; Ogasawara, K. Synlett 1998, 859. Liao, H.-Y.; Cheng, C.-H. J. Org. Chem. 1995, 60, 3711. Bates, R. W.; Rama-Devi, T. Synlett 1995, 1151. Amatore, C.; Blart, E., Genêt, J. P.; Jutand, A.; Lemaire-Audoire, S.; Savignac, M. J. Org. Chem. 1995, 60, 6829.
23. For other syntheses of heterocycles based on the palladium-catalyzed coupling of 1-alkynes with unsaturated halides or triflates, followed by a cyclization step, see: Tischler, A. N.; Lanza, T. J. Tetrahedron Lett. 1986, 27, 1653. Sakamoto, T.; Kondo, Y.; Yamanaka, H. Heterocycles 1986, 24, 31. Sakamoto, T.; Kondo, Y.; Iwashita, S.; Nagano, T.; Yamanaka, H. Chem. Pharm. Bull. 1988, 36, 1305. Kondo, Y.; Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Rudisill, D. E.; Stille, J. K. J. Org. Chem. 1989, 54, 5856. Neville, C. F.; Barr, S. A.; Grundon, M. F. Tetrahedron Lett. 1992, 33, 5995. Kumar, V.; Dority, J. A.; Bacon, E. R.; Singh, B.; Lesher, G. Y. J. Org. Chem. 1992, 57, 6995. Kundu, N. G.; Pal, M. J. Chem. Soc., Chem. Commun. 1993, 86. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Houpis, I. N.; Choi, W. B., Reider, P. J., Molina, A.; Churchill, H.; Lynch, J.; Volante, R. P. Tetrahedron Lett. 1994, 50, 9355. Ciufolini, M. A.; Weiss, T. J. Tetrahedron Lett. 1994, 35, 1127. Kondo, Y.; Shiga, F.; Sakamoto, T.; Yamanaka, H. Tetrahedron 1994, 50, 11803. Saito, T.; Morimoto, M.; Akiyama, C.; Matsumoto, T.; Suzuki, K. J. Am. Chem. Soc. 1995, 117, 10757. Shin, K.; Ogasawara, K. Synlett 1998, 859. Liao, H.-Y.; Cheng, C.-H. J. Org. Chem. 1995, 60, 3711. Bates, R. W.; Rama-Devi, T. Synlett 1995, 1151. Amatore, C.; Blart, E., Genêt, J. P.; Jutand, A.; Lemaire-Audoire, S.; Savignac, M. J. Org. Chem. 1995, 60, 6829.
24. For other syntheses of heterocycles based on the palladium-catalyzed coupling of 1-alkynes with unsaturated halides or triflates, followed by a cyclization step, see: Tischler, A. N.; Lanza, T. J. Tetrahedron Lett. 1986, 27, 1653. Sakamoto, T.; Kondo, Y.; Yamanaka, H. Heterocycles 1986, 24, 31. Sakamoto, T.; Kondo, Y.; Iwashita, S.; Nagano, T.; Yamanaka, H. Chem. Pharm. Bull. 1988, 36, 1305. Kondo, Y.; Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Rudisill, D. E.; Stille, J. K. J. Org. Chem. 1989, 54, 5856. Neville, C. F.; Barr, S. A.; Grundon, M. F. Tetrahedron Lett. 1992, 33, 5995. Kumar, V.; Dority, J. A.; Bacon, E. R.; Singh, B.; Lesher, G. Y. J. Org. Chem. 1992, 57, 6995. Kundu, N. G.; Pal, M. J. Chem. Soc., Chem. Commun. 1993, 86. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Houpis, I. N.; Choi, W. B., Reider, P. J., Molina, A.; Churchill, H.; Lynch, J.; Volante, R. P. Tetrahedron Lett. 1994, 50, 9355. Ciufolini, M. A.; Weiss, T. J. Tetrahedron Lett. 1994, 35, 1127. Kondo, Y.; Shiga, F.; Sakamoto, T.; Yamanaka, H. Tetrahedron 1994, 50, 11803. Saito, T.; Morimoto, M.; Akiyama, C.; Matsumoto, T.; Suzuki, K. J. Am. Chem. Soc. 1995, 117, 10757. Shin, K.; Ogasawara, K. Synlett 1998, 859. Liao, H.-Y.; Cheng, C.-H. J. Org. Chem. 1995, 60, 3711. Bates, R. W.; Rama-Devi, T. Synlett 1995, 1151. Amatore, C.; Blart, E., Genêt, J. P.; Jutand, A.; Lemaire-Audoire, S.; Savignac, M. J. Org. Chem. 1995, 60, 6829.
25. (a) Arcadi, A.; Burini, A.; Cacchi, S.; Delmastro, M.; Marinelli, F.; Pietroni, B. R. J. Org. Chem. 1992, 57, 976.
26. (b) Arcadi, A.; Cacchi, S.; Marinelli, F. Tetrahedron Lett. 1992, 33, 3915.
27. (c) Arcadi, A.; Cacchi, S.; Larock, R. C.; Marinelli, F. Tetrahedron Lett. 1993, 34, 2813.
28. (d) Arcadi, A.; Cacchi, S.; Carnicelli, V.; Marinelli, F. Tetrahedron 1994, 50, 437.
29. sp2-palladium complexes, see: (a) Inoue, Y.; Itoh, Y.; Imaizumi, Y.; Imaizumi, S. J. Mol. Catal. 1990, 60, L1-L3. (b) Luo, F.-T.; Wang, R.-T. Tetrahedron Lett. 1992, 33, 6835. (c) Luo, F.-T.; Schreuder, I.; Wang, R.-T. J. Org. Chem. 1992, 57, 2213. (d) Bouyssi, D.; Gore, J.; Balme, G.; Louis, D.; Wallach, J. Tetrahedron Lett. 1993, 34, 3129. (e) Saulnier, M. G.; Frennesson, D. B.; Deshpande, M. S.; Vyas, D. M. Tetrahedron Lett. 1995, 36, 7841. (f) Cavicchioli, M.; Bouyssi, D.; Gore, J.; Balme, G. Tetrahedron Lett. 1996, 37, 1429.
30. sp2-palladium complexes, see: (a) Inoue, Y.; Itoh, Y.; Imaizumi, Y.; Imaizumi, S. J. Mol. Catal. 1990, 60, L1-L3. (b) Luo, F.-T.; Wang, R.-T. Tetrahedron Lett. 1992, 33, 6835. (c) Luo, F.-T.; Schreuder, I.; Wang, R.-T. J. Org. Chem. 1992, 57, 2213. (d) Bouyssi, D.; Gore, J.; Balme, G.; Louis, D.; Wallach, J. Tetrahedron Lett. 1993, 34, 3129. (e) Saulnier, M. G.; Frennesson, D. B.; Deshpande, M. S.; Vyas, D. M. Tetrahedron Lett. 1995, 36, 7841. (f) Cavicchioli, M.; Bouyssi, D.; Gore, J.; Balme, G. Tetrahedron Lett. 1996, 37, 1429.
31. sp2-palladium complexes, see: (a) Inoue, Y.; Itoh, Y.; Imaizumi, Y.; Imaizumi, S. J. Mol. Catal. 1990, 60, L1-L3. (b) Luo, F.-T.; Wang, R.-T. Tetrahedron Lett. 1992, 33, 6835. (c) Luo, F.-T.; Schreuder, I.; Wang, R.-T. J. Org. Chem. 1992, 57, 2213. (d) Bouyssi, D.; Gore, J.; Balme, G.; Louis, D.; Wallach, J. Tetrahedron Lett. 1993, 34, 3129. (e) Saulnier, M. G.; Frennesson, D. B.; Deshpande, M. S.; Vyas, D. M. Tetrahedron Lett. 1995, 36, 7841. (f) Cavicchioli, M.; Bouyssi, D.; Gore, J.; Balme, G. Tetrahedron Lett. 1996, 37, 1429.
32. sp2-palladium complexes, see: (a) Inoue, Y.; Itoh, Y.; Imaizumi, Y.; Imaizumi, S. J. Mol. Catal. 1990, 60, L1-L3. (b) Luo, F.-T.; Wang, R.-T. Tetrahedron Lett. 1992, 33, 6835. (c) Luo, F.-T.; Schreuder, I.; Wang, R.-T. J. Org. Chem. 1992, 57, 2213. (d) Bouyssi, D.; Gore, J.; Balme, G.; Louis, D.; Wallach, J. Tetrahedron Lett. 1993, 34, 3129. (e) Saulnier, M. G.; Frennesson, D. B.; Deshpande, M. S.; Vyas, D. M. Tetrahedron Lett. 1995, 36, 7841. (f) Cavicchioli, M.; Bouyssi, D.; Gore, J.; Balme, G. Tetrahedron Lett. 1996, 37, 1429.
33. sp2-palladium complexes, see: (a) Inoue, Y.; Itoh, Y.; Imaizumi, Y.; Imaizumi, S. J. Mol. Catal. 1990, 60, L1-L3. (b) Luo, F.-T.; Wang, R.-T. Tetrahedron Lett. 1992, 33, 6835. (c) Luo, F.-T.; Schreuder, I.; Wang, R.-T. J. Org. Chem. 1992, 57, 2213. (d) Bouyssi, D.; Gore, J.; Balme, G.; Louis, D.; Wallach, J. Tetrahedron Lett. 1993, 34, 3129. (e) Saulnier, M. G.; Frennesson, D. B.; Deshpande, M. S.; Vyas, D. M. Tetrahedron Lett. 1995, 36, 7841. (f) Cavicchioli, M.; Bouyssi, D.; Gore, J.; Balme, G. Tetrahedron Lett. 1996, 37, 1429.
34. sp2-palladium complexes, see: (a) Inoue, Y.; Itoh, Y.; Imaizumi, Y.; Imaizumi, S. J. Mol. Catal. 1990, 60, L1-L3. (b) Luo, F.-T.; Wang, R.-T. Tetrahedron Lett. 1992, 33, 6835. (c) Luo, F.-T.; Schreuder, I.; Wang, R.-T. J. Org. Chem. 1992, 57, 2213. (d) Bouyssi, D.; Gore, J.; Balme, G.; Louis, D.; Wallach, J. Tetrahedron Lett. 1993, 34, 3129. (e) Saulnier, M. G.; Frennesson, D. B.; Deshpande, M. S.; Vyas, D. M. Tetrahedron Lett. 1995, 36, 7841. (f) Cavicchioli, M.; Bouyssi, D.; Gore, J.; Balme, G. Tetrahedron Lett. 1996, 37, 1429.
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37. sp2-palladium complexes has been done even in the carboannulation of alkynes containing carbon nucleophiles near the carbon-carbon triple bond: Fournet, G.; Balme, G.; Van Hemelryck, B.; Gore, J. Tetrahedron Lett. 1990, 31, 5147. Fournet, G.; Balme, G.; Gore, J. Tetrahedron 1991, 47, 6293. Bouyssi, D.; Balme, G.; Gore, J. Tetrahedron Lett. 1991, 32, 6541. Balme, G.; Bouyssi, D. Tetrahedron 1994, 50, 403.
38. sp2-palladium complexes has been done even in the carboannulation of alkynes containing carbon nucleophiles near the carbon-carbon triple bond: Fournet, G.; Balme, G.; Van Hemelryck, B.; Gore, J. Tetrahedron Lett. 1990, 31, 5147. Fournet, G.; Balme, G.; Gore, J. Tetrahedron 1991, 47, 6293. Bouyssi, D.; Balme, G.; Gore, J. Tetrahedron Lett. 1991, 32, 6541. Balme, G.; Bouyssi, D. Tetrahedron 1994, 50, 403.
39. sp2-palladium complexes has been done even in the carboannulation of alkynes containing carbon nucleophiles near the carbon-carbon triple bond: Fournet, G.; Balme, G.; Van Hemelryck, B.; Gore, J. Tetrahedron Lett. 1990, 31, 5147. Fournet, G.; Balme, G.; Gore, J. Tetrahedron 1991, 47, 6293. Bouyssi, D.; Balme, G.; Gore, J. Tetrahedron Lett. 1991, 32, 6541. Balme, G.; Bouyssi, D. Tetrahedron 1994, 50, 403.
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53. Stephens, R. D.; Castro, C. E. J. Org. Chem. 1963, 28, 3313. Castro, C. E.; Gaughan, E. J.; Owsley, D. C. J. Org. Chem. 1966, 31, 4071. Owsley, D. C.; Castro, C. E. Org. Synth. 1972, 52, 128. Haglund, O.; Nillson, M. Synlett 1981, 671.
54. Stephens, R. D.; Castro, C. E. J. Org. Chem. 1963, 28, 3313. Castro, C. E.; Gaughan, E. J.; Owsley, D. C. J. Org. Chem. 1966, 31, 4071. Owsley, D. C.; Castro, C. E. Org. Synth. 1972, 52, 128. Haglund, O.; Nillson, M. Synlett 1981, 671.
55. Cacchi, S.; Morera, E.; Ortar, G. Synthesis 1986, 320.
56. Arcadi, A.; Cacchi, S.; Marinelli, F.; Pace, P.; Sanzi, G. Synlett 1995, 823.
57. Anacardio, R.; Arcadi, A.; D'Anniballe, G.; Marinelli, F. Synthesis 1995, 831.
58. For other palladium-based syntheses of benzo[b]furans, see: Hosokawa, T.; Maeda, K.; Koga, K.; Moritani, I. Tetrahedron Lett. 1973, 739. Hosokawa, T.; Ohkata, H.; Moritani, I. Bull. Chem. Soc. Jpn. 1975, 48, 1533. Cardillo, B.; Cornia, M.; Merlini, L. Gazz. Chim. Ital. 1975, 105, 1151. Hosokawa, T.; Yamashita, S.; Murahashi, S.-I.; Sonoda, A. Bull. Chem. Soc. Jpn. 1976, 49, 3662. Pearlman, B. A.; McNamara, J. M.; Kasan, I.; Hatakeyama, S.; Sekizaki, H.; Kishi, Y. J. Am. Chem. Soc. 1981, 103, 4248. Kondo, Y.; Satoh, M.; Miyaura, N.; Suzuki, A. Synthesis 1987, 373. Larock, R. C.; Stinn, D. E. Tetrahedron Lett. 1988, 29, 4687. Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Villemin, D.; Goussu, D. Heterocycles 1989, 29, 1255. Iwasaki, M.; Li, J.-P.; Kobayashi, Y.; Matsuzaka, H.; Ishii, Y.; Hidai, M. Tetrahedron Lett. 1989, 30, 95. Kumar, R. J.; Krupadanam, G. L. D.; Srimannarayana, G. Synthesis 1990, 535. Iwasaki, M.; Kobayashi, Y.; Li, J.-P.; Matsuzaka, H.; Ishii, Y.; Hidai, M. J. Org. Chem. 1991, 56, 1922. Ishii, Y.; Hidai, M. J. Organomet. Chem. 1992, 428, 279. Dyker, G. J. Org. Chem. 1993, 58, 6426. Liebeskind, L. S.; Wang, J. J. Org. Chem. 1993, 58, 3550. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Larock, R. C.; Yum, E. K.; Doty, M. J.; Sham, K. K. C. J. Org. Chem. 1995, 60, 3270.
59. For other palladium-based syntheses of benzo[b]furans, see: Hosokawa, T.; Maeda, K.; Koga, K.; Moritani, I. Tetrahedron Lett. 1973, 739. Hosokawa, T.; Ohkata, H.; Moritani, I. Bull. Chem. Soc. Jpn. 1975, 48, 1533. Cardillo, B.; Cornia, M.; Merlini, L. Gazz. Chim. Ital. 1975, 105, 1151. Hosokawa, T.; Yamashita, S.; Murahashi, S.-I.; Sonoda, A. Bull. Chem. Soc. Jpn. 1976, 49, 3662. Pearlman, B. A.; McNamara, J. M.; Kasan, I.; Hatakeyama, S.; Sekizaki, H.; Kishi, Y. J. Am. Chem. Soc. 1981, 103, 4248. Kondo, Y.; Satoh, M.; Miyaura, N.; Suzuki, A. Synthesis 1987, 373. Larock, R. C.; Stinn, D. E. Tetrahedron Lett. 1988, 29, 4687. Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Villemin, D.; Goussu, D. Heterocycles 1989, 29, 1255. Iwasaki, M.; Li, J.-P.; Kobayashi, Y.; Matsuzaka, H.; Ishii, Y.; Hidai, M. Tetrahedron Lett. 1989, 30, 95. Kumar, R. J.; Krupadanam, G. L. D.; Srimannarayana, G. Synthesis 1990, 535. Iwasaki, M.; Kobayashi, Y.; Li, J.-P.; Matsuzaka, H.; Ishii, Y.; Hidai, M. J. Org. Chem. 1991, 56, 1922. Ishii, Y.; Hidai, M. J. Organomet. Chem. 1992, 428, 279. Dyker, G. J. Org. Chem. 1993, 58, 6426. Liebeskind, L. S.; Wang, J. J. Org. Chem. 1993, 58, 3550. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Larock, R. C.; Yum, E. K.; Doty, M. J.; Sham, K. K. C. J. Org. Chem. 1995, 60, 3270.
60. For other palladium-based syntheses of benzo[b]furans, see: Hosokawa, T.; Maeda, K.; Koga, K.; Moritani, I. Tetrahedron Lett. 1973, 739. Hosokawa, T.; Ohkata, H.; Moritani, I. Bull. Chem. Soc. Jpn. 1975, 48, 1533. Cardillo, B.; Cornia, M.; Merlini, L. Gazz. Chim. Ital. 1975, 105, 1151. Hosokawa, T.; Yamashita, S.; Murahashi, S.-I.; Sonoda, A. Bull. Chem. Soc. Jpn. 1976, 49, 3662. Pearlman, B. A.; McNamara, J. M.; Kasan, I.; Hatakeyama, S.; Sekizaki, H.; Kishi, Y. J. Am. Chem. Soc. 1981, 103, 4248. Kondo, Y.; Satoh, M.; Miyaura, N.; Suzuki, A. Synthesis 1987, 373. Larock, R. C.; Stinn, D. E. Tetrahedron Lett. 1988, 29, 4687. Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Villemin, D.; Goussu, D. Heterocycles 1989, 29, 1255. Iwasaki, M.; Li, J.-P.; Kobayashi, Y.; Matsuzaka, H.; Ishii, Y.; Hidai, M. Tetrahedron Lett. 1989, 30, 95. Kumar, R. J.; Krupadanam, G. L. D.; Srimannarayana, G. Synthesis 1990, 535. Iwasaki, M.; Kobayashi, Y.; Li, J.-P.; Matsuzaka, H.; Ishii, Y.; Hidai, M. J. Org. Chem. 1991, 56, 1922. Ishii, Y.; Hidai, M. J. Organomet. Chem. 1992, 428, 279. Dyker, G. J. Org. Chem. 1993, 58, 6426. Liebeskind, L. S.; Wang, J. J. Org. Chem. 1993, 58, 3550. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Larock, R. C.; Yum, E. K.; Doty, M. J.; Sham, K. K. C. J. Org. Chem. 1995, 60, 3270.
61. For other palladium-based syntheses of benzo[b]furans, see: Hosokawa, T.; Maeda, K.; Koga, K.; Moritani, I. Tetrahedron Lett. 1973, 739. Hosokawa, T.; Ohkata, H.; Moritani, I. Bull. Chem. Soc. Jpn. 1975, 48, 1533. Cardillo, B.; Cornia, M.; Merlini, L. Gazz. Chim. Ital. 1975, 105, 1151. Hosokawa, T.; Yamashita, S.; Murahashi, S.-I.; Sonoda, A. Bull. Chem. Soc. Jpn. 1976, 49, 3662. Pearlman, B. A.; McNamara, J. M.; Kasan, I.; Hatakeyama, S.; Sekizaki, H.; Kishi, Y. J. Am. Chem. Soc. 1981, 103, 4248. Kondo, Y.; Satoh, M.; Miyaura, N.; Suzuki, A. Synthesis 1987, 373. Larock, R. C.; Stinn, D. E. Tetrahedron Lett. 1988, 29, 4687. Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Villemin, D.; Goussu, D. Heterocycles 1989, 29, 1255. Iwasaki, M.; Li, J.-P.; Kobayashi, Y.; Matsuzaka, H.; Ishii, Y.; Hidai, M. Tetrahedron Lett. 1989, 30, 95. Kumar, R. J.; Krupadanam, G. L. D.; Srimannarayana, G. Synthesis 1990, 535. Iwasaki, M.; Kobayashi, Y.; Li, J.-P.; Matsuzaka, H.; Ishii, Y.; Hidai, M. J. Org. Chem. 1991, 56, 1922. Ishii, Y.; Hidai, M. J. Organomet. Chem. 1992, 428, 279. Dyker, G. J. Org. Chem. 1993, 58, 6426. Liebeskind, L. S.; Wang, J. J. Org. Chem. 1993, 58, 3550. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Larock, R. C.; Yum, E. K.; Doty, M. J.; Sham, K. K. C. J. Org. Chem. 1995, 60, 3270.
62. For other palladium-based syntheses of benzo[b]furans, see: Hosokawa, T.; Maeda, K.; Koga, K.; Moritani, I. Tetrahedron Lett. 1973, 739. Hosokawa, T.; Ohkata, H.; Moritani, I. Bull. Chem. Soc. Jpn. 1975, 48, 1533. Cardillo, B.; Cornia, M.; Merlini, L. Gazz. Chim. Ital. 1975, 105, 1151. Hosokawa, T.; Yamashita, S.; Murahashi, S.-I.; Sonoda, A. Bull. Chem. Soc. Jpn. 1976, 49, 3662. Pearlman, B. A.; McNamara, J. M.; Kasan, I.; Hatakeyama, S.; Sekizaki, H.; Kishi, Y. J. Am. Chem. Soc. 1981, 103, 4248. Kondo, Y.; Satoh, M.; Miyaura, N.; Suzuki, A. Synthesis 1987, 373. Larock, R. C.; Stinn, D. E. Tetrahedron Lett. 1988, 29, 4687. Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Villemin, D.; Goussu, D. Heterocycles 1989, 29, 1255. Iwasaki, M.; Li, J.-P.; Kobayashi, Y.; Matsuzaka, H.; Ishii, Y.; Hidai, M. Tetrahedron Lett. 1989, 30, 95. Kumar, R. J.; Krupadanam, G. L. D.; Srimannarayana, G. Synthesis 1990, 535. Iwasaki, M.; Kobayashi, Y.; Li, J.-P.; Matsuzaka, H.; Ishii, Y.; Hidai, M. J. Org. Chem. 1991, 56, 1922. Ishii, Y.; Hidai, M. J. Organomet. Chem. 1992, 428, 279. Dyker, G. J. Org. Chem. 1993, 58, 6426. Liebeskind, L. S.; Wang, J. J. Org. Chem. 1993, 58, 3550. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Larock, R. C.; Yum, E. K.; Doty, M. J.; Sham, K. K. C. J. Org. Chem. 1995, 60, 3270.
63. For other palladium-based syntheses of benzo[b]furans, see: Hosokawa, T.; Maeda, K.; Koga, K.; Moritani, I. Tetrahedron Lett. 1973, 739. Hosokawa, T.; Ohkata, H.; Moritani, I. Bull. Chem. Soc. Jpn. 1975, 48, 1533. Cardillo, B.; Cornia, M.; Merlini, L. Gazz. Chim. Ital. 1975, 105, 1151. Hosokawa, T.; Yamashita, S.; Murahashi, S.-I.; Sonoda, A. Bull. Chem. Soc. Jpn. 1976, 49, 3662. Pearlman, B. A.; McNamara, J. M.; Kasan, I.; Hatakeyama, S.; Sekizaki, H.; Kishi, Y. J. Am. Chem. Soc. 1981, 103, 4248. Kondo, Y.; Satoh, M.; Miyaura, N.; Suzuki, A. Synthesis 1987, 373. Larock, R. C.; Stinn, D. E. Tetrahedron Lett. 1988, 29, 4687. Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Villemin, D.; Goussu, D. Heterocycles 1989, 29, 1255. Iwasaki, M.; Li, J.-P.; Kobayashi, Y.; Matsuzaka, H.; Ishii, Y.; Hidai, M. Tetrahedron Lett. 1989, 30, 95. Kumar, R. J.; Krupadanam, G. L. D.; Srimannarayana, G. Synthesis 1990, 535. Iwasaki, M.; Kobayashi, Y.; Li, J.-P.; Matsuzaka, H.; Ishii, Y.; Hidai, M. J. Org. Chem. 1991, 56, 1922. Ishii, Y.; Hidai, M. J. Organomet. Chem. 1992, 428, 279. Dyker, G. J. Org. Chem. 1993, 58, 6426. Liebeskind, L. S.; Wang, J. J. Org. Chem. 1993, 58, 3550. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Larock, R. C.; Yum, E. K.; Doty, M. J.; Sham, K. K. C. J. Org. Chem. 1995, 60, 3270.
64. For other palladium-based syntheses of benzo[b]furans, see: Hosokawa, T.; Maeda, K.; Koga, K.; Moritani, I. Tetrahedron Lett. 1973, 739. Hosokawa, T.; Ohkata, H.; Moritani, I. Bull. Chem. Soc. Jpn. 1975, 48, 1533. Cardillo, B.; Cornia, M.; Merlini, L. Gazz. Chim. Ital. 1975, 105, 1151. Hosokawa, T.; Yamashita, S.; Murahashi, S.-I.; Sonoda, A. Bull. Chem. Soc. Jpn. 1976, 49, 3662. Pearlman, B. A.; McNamara, J. M.; Kasan, I.; Hatakeyama, S.; Sekizaki, H.; Kishi, Y. J. Am. Chem. Soc. 1981, 103, 4248. Kondo, Y.; Satoh, M.; Miyaura, N.; Suzuki, A. Synthesis 1987, 373. Larock, R. C.; Stinn, D. E. Tetrahedron Lett. 1988, 29, 4687. Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Villemin, D.; Goussu, D. Heterocycles 1989, 29, 1255. Iwasaki, M.; Li, J.-P.; Kobayashi, Y.; Matsuzaka, H.; Ishii, Y.; Hidai, M. Tetrahedron Lett. 1989, 30, 95. Kumar, R. J.; Krupadanam, G. L. D.; Srimannarayana, G. Synthesis 1990, 535. Iwasaki, M.; Kobayashi, Y.; Li, J.-P.; Matsuzaka, H.; Ishii, Y.; Hidai, M. J. Org. Chem. 1991, 56, 1922. Ishii, Y.; Hidai, M. J. Organomet. Chem. 1992, 428, 279. Dyker, G. J. Org. Chem. 1993, 58, 6426. Liebeskind, L. S.; Wang, J. J. Org. Chem. 1993, 58, 3550. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Larock, R. C.; Yum, E. K.; Doty, M. J.; Sham, K. K. C. J. Org. Chem. 1995, 60, 3270.
65. For other palladium-based syntheses of benzo[b]furans, see: Hosokawa, T.; Maeda, K.; Koga, K.; Moritani, I. Tetrahedron Lett. 1973, 739. Hosokawa, T.; Ohkata, H.; Moritani, I. Bull. Chem. Soc. Jpn. 1975, 48, 1533. Cardillo, B.; Cornia, M.; Merlini, L. Gazz. Chim. Ital. 1975, 105, 1151. Hosokawa, T.; Yamashita, S.; Murahashi, S.-I.; Sonoda, A. Bull. Chem. Soc. Jpn. 1976, 49, 3662. Pearlman, B. A.; McNamara, J. M.; Kasan, I.; Hatakeyama, S.; Sekizaki, H.; Kishi, Y. J. Am. Chem. Soc. 1981, 103, 4248. Kondo, Y.; Satoh, M.; Miyaura, N.; Suzuki, A. Synthesis 1987, 373. Larock, R. C.; Stinn, D. E. Tetrahedron Lett. 1988, 29, 4687. Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Villemin, D.; Goussu, D. Heterocycles 1989, 29, 1255. Iwasaki, M.; Li, J.-P.; Kobayashi, Y.; Matsuzaka, H.; Ishii, Y.; Hidai, M. Tetrahedron Lett. 1989, 30, 95. Kumar, R. J.; Krupadanam, G. L. D.; Srimannarayana, G. Synthesis 1990, 535. Iwasaki, M.; Kobayashi, Y.; Li, J.-P.; Matsuzaka, H.; Ishii, Y.; Hidai, M. J. Org. Chem. 1991, 56, 1922. Ishii, Y.; Hidai, M. J. Organomet. Chem. 1992, 428, 279. Dyker, G. J. Org. Chem. 1993, 58, 6426. Liebeskind, L. S.; Wang, J. J. Org. Chem. 1993, 58, 3550. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Larock, R. C.; Yum, E. K.; Doty, M. J.; Sham, K. K. C. J. Org. Chem. 1995, 60, 3270.
66. For other palladium-based syntheses of benzo[b]furans, see: Hosokawa, T.; Maeda, K.; Koga, K.; Moritani, I. Tetrahedron Lett. 1973, 739. Hosokawa, T.; Ohkata, H.; Moritani, I. Bull. Chem. Soc. Jpn. 1975, 48, 1533. Cardillo, B.; Cornia, M.; Merlini, L. Gazz. Chim. Ital. 1975, 105, 1151. Hosokawa, T.; Yamashita, S.; Murahashi, S.-I.; Sonoda, A. Bull. Chem. Soc. Jpn. 1976, 49, 3662. Pearlman, B. A.; McNamara, J. M.; Kasan, I.; Hatakeyama, S.; Sekizaki, H.; Kishi, Y. J. Am. Chem. Soc. 1981, 103, 4248. Kondo, Y.; Satoh, M.; Miyaura, N.; Suzuki, A. Synthesis 1987, 373. Larock, R. C.; Stinn, D. E. Tetrahedron Lett. 1988, 29, 4687. Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Villemin, D.; Goussu, D. Heterocycles 1989, 29, 1255. Iwasaki, M.; Li, J.-P.; Kobayashi, Y.; Matsuzaka, H.; Ishii, Y.; Hidai, M. Tetrahedron Lett. 1989, 30, 95. Kumar, R. J.; Krupadanam, G. L. D.; Srimannarayana, G. Synthesis 1990, 535. Iwasaki, M.; Kobayashi, Y.; Li, J.-P.; Matsuzaka, H.; Ishii, Y.; Hidai, M. J. Org. Chem. 1991, 56, 1922. Ishii, Y.; Hidai, M. J. Organomet. Chem. 1992, 428, 279. Dyker, G. J. Org. Chem. 1993, 58, 6426. Liebeskind, L. S.; Wang, J. J. Org. Chem. 1993, 58, 3550. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Larock, R. C.; Yum, E. K.; Doty, M. J.; Sham, K. K. C. J. Org. Chem. 1995, 60, 3270.
67. For other palladium-based syntheses of benzo[b]furans, see: Hosokawa, T.; Maeda, K.; Koga, K.; Moritani, I. Tetrahedron Lett. 1973, 739. Hosokawa, T.; Ohkata, H.; Moritani, I. Bull. Chem. Soc. Jpn. 1975, 48, 1533. Cardillo, B.; Cornia, M.; Merlini, L. Gazz. Chim. Ital. 1975, 105, 1151. Hosokawa, T.; Yamashita, S.; Murahashi, S.-I.; Sonoda, A. Bull. Chem. Soc. Jpn. 1976, 49, 3662. Pearlman, B. A.; McNamara, J. M.; Kasan, I.; Hatakeyama, S.; Sekizaki, H.; Kishi, Y. J. Am. Chem. Soc. 1981, 103, 4248. Kondo, Y.; Satoh, M.; Miyaura, N.; Suzuki, A. Synthesis 1987, 373. Larock, R. C.; Stinn, D. E. Tetrahedron Lett. 1988, 29, 4687. Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Villemin, D.; Goussu, D. Heterocycles 1989, 29, 1255. Iwasaki, M.; Li, J.-P.; Kobayashi, Y.; Matsuzaka, H.; Ishii, Y.; Hidai, M. Tetrahedron Lett. 1989, 30, 95. Kumar, R. J.; Krupadanam, G. L. D.; Srimannarayana, G. Synthesis 1990, 535. Iwasaki, M.; Kobayashi, Y.; Li, J.-P.; Matsuzaka, H.; Ishii, Y.; Hidai, M. J. Org. Chem. 1991, 56, 1922. Ishii, Y.; Hidai, M. J. Organomet. Chem. 1992, 428, 279. Dyker, G. J. Org. Chem. 1993, 58, 6426. Liebeskind, L. S.; Wang, J. J. Org. Chem. 1993, 58, 3550. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Larock, R. C.; Yum, E. K.; Doty, M. J.; Sham, K. K. C. J. Org. Chem. 1995, 60, 3270.
68. For other palladium-based syntheses of benzo[b]furans, see: Hosokawa, T.; Maeda, K.; Koga, K.; Moritani, I. Tetrahedron Lett. 1973, 739. Hosokawa, T.; Ohkata, H.; Moritani, I. Bull. Chem. Soc. Jpn. 1975, 48, 1533. Cardillo, B.; Cornia, M.; Merlini, L. Gazz. Chim. Ital. 1975, 105, 1151. Hosokawa, T.; Yamashita, S.; Murahashi, S.-I.; Sonoda, A. Bull. Chem. Soc. Jpn. 1976, 49, 3662. Pearlman, B. A.; McNamara, J. M.; Kasan, I.; Hatakeyama, S.; Sekizaki, H.; Kishi, Y. J. Am. Chem. Soc. 1981, 103, 4248. Kondo, Y.; Satoh, M.; Miyaura, N.; Suzuki, A. Synthesis 1987, 373. Larock, R. C.; Stinn, D. E. Tetrahedron Lett. 1988, 29, 4687. Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Villemin, D.; Goussu, D. Heterocycles 1989, 29, 1255. Iwasaki, M.; Li, J.-P.; Kobayashi, Y.; Matsuzaka, H.; Ishii, Y.; Hidai, M. Tetrahedron Lett. 1989, 30, 95. Kumar, R. J.; Krupadanam, G. L. D.; Srimannarayana, G. Synthesis 1990, 535. Iwasaki, M.; Kobayashi, Y.; Li, J.-P.; Matsuzaka, H.; Ishii, Y.; Hidai, M. J. Org. Chem. 1991, 56, 1922. Ishii, Y.; Hidai, M. J. Organomet. Chem. 1992, 428, 279. Dyker, G. J. Org. Chem. 1993, 58, 6426. Liebeskind, L. S.; Wang, J. J. Org. Chem. 1993, 58, 3550. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Larock, R. C.; Yum, E. K.; Doty, M. J.; Sham, K. K. C. J. Org. Chem. 1995, 60, 3270.
69. For other palladium-based syntheses of benzo[b]furans, see: Hosokawa, T.; Maeda, K.; Koga, K.; Moritani, I. Tetrahedron Lett. 1973, 739. Hosokawa, T.; Ohkata, H.; Moritani, I. Bull. Chem. Soc. Jpn. 1975, 48, 1533. Cardillo, B.; Cornia, M.; Merlini, L. Gazz. Chim. Ital. 1975, 105, 1151. Hosokawa, T.; Yamashita, S.; Murahashi, S.-I.; Sonoda, A. Bull. Chem. Soc. Jpn. 1976, 49, 3662. Pearlman, B. A.; McNamara, J. M.; Kasan, I.; Hatakeyama, S.; Sekizaki, H.; Kishi, Y. J. Am. Chem. Soc. 1981, 103, 4248. Kondo, Y.; Satoh, M.; Miyaura, N.; Suzuki, A. Synthesis 1987, 373. Larock, R. C.; Stinn, D. E. Tetrahedron Lett. 1988, 29, 4687. Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Villemin, D.; Goussu, D. Heterocycles 1989, 29, 1255. Iwasaki, M.; Li, J.-P.; Kobayashi, Y.; Matsuzaka, H.; Ishii, Y.; Hidai, M. Tetrahedron Lett. 1989, 30, 95. Kumar, R. J.; Krupadanam, G. L. D.; Srimannarayana, G. Synthesis 1990, 535. Iwasaki, M.; Kobayashi, Y.; Li, J.-P.; Matsuzaka, H.; Ishii, Y.; Hidai, M. J. Org. Chem. 1991, 56, 1922. Ishii, Y.; Hidai, M. J. Organomet. Chem. 1992, 428, 279. Dyker, G. J. Org. Chem. 1993, 58, 6426. Liebeskind, L. S.; Wang, J. J. Org. Chem. 1993, 58, 3550. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Larock, R. C.; Yum, E. K.; Doty, M. J.; Sham, K. K. C. J. Org. Chem. 1995, 60, 3270.
70. For other palladium-based syntheses of benzo[b]furans, see: Hosokawa, T.; Maeda, K.; Koga, K.; Moritani, I. Tetrahedron Lett. 1973, 739. Hosokawa, T.; Ohkata, H.; Moritani, I. Bull. Chem. Soc. Jpn. 1975, 48, 1533. Cardillo, B.; Cornia, M.; Merlini, L. Gazz. Chim. Ital. 1975, 105, 1151. Hosokawa, T.; Yamashita, S.; Murahashi, S.-I.; Sonoda, A. Bull. Chem. Soc. Jpn. 1976, 49, 3662. Pearlman, B. A.; McNamara, J. M.; Kasan, I.; Hatakeyama, S.; Sekizaki, H.; Kishi, Y. J. Am. Chem. Soc. 1981, 103, 4248. Kondo, Y.; Satoh, M.; Miyaura, N.; Suzuki, A. Synthesis 1987, 373. Larock, R. C.; Stinn, D. E. Tetrahedron Lett. 1988, 29, 4687. Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Villemin, D.; Goussu, D. Heterocycles 1989, 29, 1255. Iwasaki, M.; Li, J.-P.; Kobayashi, Y.; Matsuzaka, H.; Ishii, Y.; Hidai, M. Tetrahedron Lett. 1989, 30, 95. Kumar, R. J.; Krupadanam, G. L. D.; Srimannarayana, G. Synthesis 1990, 535. Iwasaki, M.; Kobayashi, Y.; Li, J.-P.; Matsuzaka, H.; Ishii, Y.; Hidai, M. J. Org. Chem. 1991, 56, 1922. Ishii, Y.; Hidai, M. J. Organomet. Chem. 1992, 428, 279. Dyker, G. J. Org. Chem. 1993, 58, 6426. Liebeskind, L. S.; Wang, J. J. Org. Chem. 1993, 58, 3550. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Larock, R. C.; Yum, E. K.; Doty, M. J.; Sham, K. K. C. J. Org. Chem. 1995, 60, 3270.
71. For other palladium-based syntheses of benzo[b]furans, see: Hosokawa, T.; Maeda, K.; Koga, K.; Moritani, I. Tetrahedron Lett. 1973, 739. Hosokawa, T.; Ohkata, H.; Moritani, I. Bull. Chem. Soc. Jpn. 1975, 48, 1533. Cardillo, B.; Cornia, M.; Merlini, L. Gazz. Chim. Ital. 1975, 105, 1151. Hosokawa, T.; Yamashita, S.; Murahashi, S.-I.; Sonoda, A. Bull. Chem. Soc. Jpn. 1976, 49, 3662. Pearlman, B. A.; McNamara, J. M.; Kasan, I.; Hatakeyama, S.; Sekizaki, H.; Kishi, Y. J. Am. Chem. Soc. 1981, 103, 4248. Kondo, Y.; Satoh, M.; Miyaura, N.; Suzuki, A. Synthesis 1987, 373. Larock, R. C.; Stinn, D. E. Tetrahedron Lett. 1988, 29, 4687. Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Villemin, D.; Goussu, D. Heterocycles 1989, 29, 1255. Iwasaki, M.; Li, J.-P.; Kobayashi, Y.; Matsuzaka, H.; Ishii, Y.; Hidai, M. Tetrahedron Lett. 1989, 30, 95. Kumar, R. J.; Krupadanam, G. L. D.; Srimannarayana, G. Synthesis 1990, 535. Iwasaki, M.; Kobayashi, Y.; Li, J.-P.; Matsuzaka, H.; Ishii, Y.; Hidai, M. J. Org. Chem. 1991, 56, 1922. Ishii, Y.; Hidai, M. J. Organomet. Chem. 1992, 428, 279. Dyker, G. J. Org. Chem. 1993, 58, 6426. Liebeskind, L. S.; Wang, J. J. Org. Chem. 1993, 58, 3550. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Larock, R. C.; Yum, E. K.; Doty, M. J.; Sham, K. K. C. J. Org. Chem. 1995, 60, 3270.
72. For other palladium-based syntheses of benzo[b]furans, see: Hosokawa, T.; Maeda, K.; Koga, K.; Moritani, I. Tetrahedron Lett. 1973, 739. Hosokawa, T.; Ohkata, H.; Moritani, I. Bull. Chem. Soc. Jpn. 1975, 48, 1533. Cardillo, B.; Cornia, M.; Merlini, L. Gazz. Chim. Ital. 1975, 105, 1151. Hosokawa, T.; Yamashita, S.; Murahashi, S.-I.; Sonoda, A. Bull. Chem. Soc. Jpn. 1976, 49, 3662. Pearlman, B. A.; McNamara, J. M.; Kasan, I.; Hatakeyama, S.; Sekizaki, H.; Kishi, Y. J. Am. Chem. Soc. 1981, 103, 4248. Kondo, Y.; Satoh, M.; Miyaura, N.; Suzuki, A. Synthesis 1987, 373. Larock, R. C.; Stinn, D. E. Tetrahedron Lett. 1988, 29, 4687. Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Villemin, D.; Goussu, D. Heterocycles 1989, 29, 1255. Iwasaki, M.; Li, J.-P.; Kobayashi, Y.; Matsuzaka, H.; Ishii, Y.; Hidai, M. Tetrahedron Lett. 1989, 30, 95. Kumar, R. J.; Krupadanam, G. L. D.; Srimannarayana, G. Synthesis 1990, 535.
73. For other palladium-based syntheses of benzo[b]furans, see: Hosokawa, T.; Maeda, K.; Koga, K.; Moritani, I. Tetrahedron Lett. 1973, 739. Hosokawa, T.; Ohkata, H.; Moritani, I. Bull. Chem. Soc. Jpn. 1975, 48, 1533. Cardillo, B.; Cornia, M.; Merlini, L. Gazz. Chim. Ital. 1975, 105, 1151. Hosokawa, T.; Yamashita, S.; Murahashi, S.-I.; Sonoda, A. Bull. Chem. Soc. Jpn. 1976, 49, 3662. Pearlman, B. A.; McNamara, J. M.; Kasan, I.; Hatakeyama, S.; Sekizaki, H.; Kishi, Y. J. Am. Chem. Soc. 1981, 103, 4248. Kondo, Y.; Satoh, M.; Miyaura, N.; Suzuki, A. Synthesis 1987, 373. Larock, R. C.; Stinn, D. E. Tetrahedron Lett. 1988, 29, 4687. Sakamoto, T.; Yamanaka, H. Heterocycles 1989, 29, 1013. Villemin, D.; Goussu, D. Heterocycles 1989, 29, 1255. Iwasaki, M.; Li, J.-P.; Kobayashi, Y.; Matsuzaka, H.; Ishii, Y.; Hidai, M. Tetrahedron Lett. 1989, 30, 95. Kumar, R. J.; Krupadanam, G. L. D.; Srimannarayana, G. Synthesis 1990, 535. Iwasaki, M.; Kobayashi, Y.; Li, J.-P.; Matsuzaka, H.; Ishii, Y.; Hidai, M. J. Org. Chem. 1991, 56, 1922. Ishii, Y.; Hidai, M. J. Organomet. Chem. 1992, 428, 279. Dyker, G. J. Org. Chem. 1993, 58, 6426. Liebeskind, L. S.; Wang, J. J. Org. Chem. 1993, 58, 3550. Candiani, I.; DeBernardinis, S.; Cabri, W.; Marchi, M.; Bedeschi, A.; Penco, S. Synlett 1993, 269. Larock, R. C.; Yum, E. K.; Doty, M. J.; Sham, K. K. C. J. Org. Chem. 1995, 60, 3270.
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