Palladium-catalyzed coupling of organostannanes with hypervalent iodonium salts

Synthetic Communications

Volumn 26, Issue 23, 1996, Pages 4311-4318

  Kang, Suk Ku ^a   Lee, Hong Woo ^a,b   Jang, Su Bum ^a   Kim, Tae Hyun ^a   Kim, Jae Sun ^a  

^a Sungkyunkwan University   (South Korea)

^b PFIZER INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE; BENZENE DERIVATIVE; FURAN DERIVATIVE; ORGANIC COMPOUND; THIOPHENE DERIVATIVE;

ARTICLE; CATALYSIS; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0029850551     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919608003833     Document Type: Article

References (31)

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13. For recent reviews: (a) Stang, P. J.; Angew. Chem. Int. Ed. Engl. 1992, 31, 274. (b) Moriarty, R. M.; Vaid, R. K. Synthesis 1990, 431. (c) Ochiai, M. Rev. Heteroat. Chem. 1989, 2, 92.
14. For recent reviews: (a) Stang, P. J.; Angew. Chem. Int. Ed. Engl. 1992, 31, 274. (b) Moriarty, R. M.; Vaid, R. K. Synthesis 1990, 431. (c) Ochiai, M. Rev. Heteroat. Chem. 1989, 2, 92.
15. Pd-catalyzed C-C bond formation: (a) Moriarty, zR. M.; Epa, W. R.; Awasthi, A. K. J. Am. Chem. Soc. 1991, 113, 6315. (b) Moriarty, R. M.; Epa, W. R. Tetrahedron Lett. 1992, 33, 4095. (c) Hinkle, R. J.; Poulter, G. T.; Stang, P. J. J. Am. Chem. Soc. 1993, 115, 11626. (d) Sugioka, K.; Uchiyama, M.; Suzuki, T.; Yamazuki, Y. Nippon Kagaku Kaishi 1985, 527 and 558; C. A. 1986, 104, 108, 721, and C. A. 104, 109137. (e) Kang, S-K.; Jung, K-Y.; Park, C-H.; Jang, S-B. Tetrahedron Lett. 1995, 36, 8047.
16. Pd-catalyzed C-C bond formation: (a) Moriarty, zR. M.; Epa, W. R.; Awasthi, A. K. J. Am. Chem. Soc. 1991, 113, 6315. (b) Moriarty, R. M.; Epa, W. R. Tetrahedron Lett. 1992, 33, 4095. (c) Hinkle, R. J.; Poulter, G. T.; Stang, P. J. J. Am. Chem. Soc. 1993, 115, 11626. (d) Sugioka, K.; Uchiyama, M.; Suzuki, T.; Yamazuki, Y. Nippon Kagaku Kaishi 1985, 527 and 558; C. A. 1986, 104, 108, 721, and C. A. 104, 109137. (e) Kang, S-K.; Jung, K-Y.; Park, C-H.; Jang, S-B. Tetrahedron Lett. 1995, 36, 8047.
17. Pd-catalyzed C-C bond formation: (a) Moriarty, zR. M.; Epa, W. R.; Awasthi, A. K. J. Am. Chem. Soc. 1991, 113, 6315. (b) Moriarty, R. M.; Epa, W. R. Tetrahedron Lett. 1992, 33, 4095. (c) Hinkle, R. J.; Poulter, G. T.; Stang, P. J. J. Am. Chem. Soc. 1993, 115, 11626. (d) Sugioka, K.; Uchiyama, M.; Suzuki, T.; Yamazuki, Y. Nippon Kagaku Kaishi 1985, 527 and 558; C. A. 1986, 104, 108, 721, and C. A. 104, 109137. (e) Kang, S-K.; Jung, K-Y.; Park, C-H.; Jang, S-B. Tetrahedron Lett. 1995, 36, 8047.
18. Pd-catalyzed C-C bond formation: (a) Moriarty, zR. M.; Epa, W. R.; Awasthi, A. K. J. Am. Chem. Soc. 1991, 113, 6315. (b) Moriarty, R. M.; Epa, W. R. Tetrahedron Lett. 1992, 33, 4095. (c) Hinkle, R. J.; Poulter, G. T.; Stang, P. J. J. Am. Chem. Soc. 1993, 115, 11626. (d) Sugioka, K.; Uchiyama, M.; Suzuki, T.; Yamazuki, Y. Nippon Kagaku Kaishi 1985, 527 and 558; C. A. 1986, 104, 108, 721, and C. A. 104, 109137. (e) Kang, S-K.; Jung, K-Y.; Park, C-H.; Jang, S-B. Tetrahedron Lett. 1995, 36, 8047.
19. Pd-catalyzed C-C bond formation: (a) Moriarty, zR. M.; Epa, W. R.; Awasthi, A. K. J. Am. Chem. Soc. 1991, 113, 6315. (b) Moriarty, R. M.; Epa, W. R. Tetrahedron Lett. 1992, 33, 4095. (c) Hinkle, R. J.; Poulter, G. T.; Stang, P. J. J. Am. Chem. Soc. 1993, 115, 11626. (d) Sugioka, K.; Uchiyama, M.; Suzuki, T.; Yamazuki, Y. Nippon Kagaku Kaishi 1985, 527 and 558; C. A. 1986, 104, 108, 721, and C. A. 104, 109137. (e) Kang, S-K.; Jung, K-Y.; Park, C-H.; Jang, S-B. Tetrahedron Lett. 1995, 36, 8047.
20. Pd-catalyzed C-C bond formation: (a) Moriarty, zR. M.; Epa, W. R.; Awasthi, A. K. J. Am. Chem. Soc. 1991, 113, 6315. (b) Moriarty, R. M.; Epa, W. R. Tetrahedron Lett. 1992, 33, 4095. (c) Hinkle, R. J.; Poulter, G. T.; Stang, P. J. J. Am. Chem. Soc. 1993, 115, 11626. (d) Sugioka, K.; Uchiyama, M.; Suzuki, T.; Yamazuki, Y. Nippon Kagaku Kaishi 1985, 527 and 558; C. A. 1986, 104, 108, 721, and C. A. 104, 109137. (e) Kang, S-K.; Jung, K-Y.; Park, C-H.; Jang, S-B. Tetrahedron Lett. 1995, 36, 8047.
21. Pd-catalyzed C-C bond formation: (a) Moriarty, zR. M.; Epa, W. R.; Awasthi, A. K. J. Am. Chem. Soc. 1991, 113, 6315. (b) Moriarty, R. M.; Epa, W. R. Tetrahedron Lett. 1992, 33, 4095. (c) Hinkle, R. J.; Poulter, G. T.; Stang, P. J. J. Am. Chem. Soc. 1993, 115, 11626. (d) Sugioka, K.; Uchiyama, M.; Suzuki, T.; Yamazuki, Y. Nippon Kagaku Kaishi 1985, 527 and 558; C. A. 1986, 104, 108, 721, and C. A. 104, 109137. (e) Kang, S-K.; Jung, K-Y.; Park, C-H.; Jang, S-B. Tetrahedron Lett. 1995, 36, 8047.
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27. Palladium-catalyzed coupling of alkenyl(phenyl)iodonium salts with vinyl-tributyltins in dry DMF was known. See reference 8b.
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