Allylated β-ketoesters as precursors in Paal-Knorr-type pyrrole synthesis: Preparations of chiral and bispyrroles

Synthesis

Volumn , Issue 6, 2004, Pages 918-922

  Tracey, Michael R ^a   Hsung, Richard P ^a   Lambeth, Robert H ^a  

^a UNIVERSITY OF MINNESOTA   (United States)

Author keywords

Allylated ketoester; Chiral and bispyrroles; Ozonolysis; Paal Knorr synthesis

Indexed keywords

ALKYLATION; ESTERS; KETONES; OZONE;

BISPYRROLES; KETOESTES; OZONOLYSIS;

SYNTHESIS (CHEMICAL);

CARBONYL DERIVATIVE; ESTER DERIVATIVE; PYRROLE DERIVATIVE;

ALKYLATION; ALLYLATION; ARTICLE; CHEMICAL REACTION; CHIRALITY; METHODOLOGY; OZONOLYSIS; SYNTHESIS;

EID: 2342610649     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2004-815976     Document Type: Article

References (63)

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14. For a review on Paal-Knorr pyrrole synthesis, see: Katrizky, A. R. In Handbook of Heterocyclic Chemistry, 1st ed; Pergamon Press: New York, NY, 1985.
15. For recent examples of Paal-Knorr pyrrole synthesis, see: (a) Agami, C.; Dechoux, L.; Hamon, L.; Hebbe, S. Synthesis 2003, 6, 859. (b) Quiclet-Sire, B.; Quintero, L.; Sanchez-Jimenez, G.; Zard, S. Z. Synlett 2003, 75. (c) Raghavan, S.; Anuradha, K. Synlett 2003, 5, 711. (d) Curini, M.; Montanari, F.; Rosati, O.; Lioy, E.; Margarita, R. Tetrahedron Lett. 2003, 44, 3923. (e) Baxendale, I. R.; Brusotti, G.; Matsuoka, M.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 2002, 143. (f) Friedrich, M.; Wächtler, A.; de Meijere, A. Synlett 2002, 4, 619. (g) Ferreira, P. M. T.; Maia, H. L. S.; Monteiro, L. S. Tetrahedron Lett. 2002, 43, 4491. (h) Hewton, C. E.; Kimber, M. C.; Taylor, D. K. Tetrahedron Lett. 2002, 43, 3199. (i) Braun, R. U.; Zeitler, K.; Muller, T. J. J. Org. Lett. 2001, 3, 3297. (j) Rao, H. S. P.; Jothilingam, S. Tetrahedron Lett. 2001, 42, 6595. (k) Chen, N.; Lu, Y.; Gadamasetti, K.; Hurt, C. R.; Norman, M. H.; Fotsch, C. J. Org. Chem. 2000, 65, 2603. (l) Xu, G.; Liu, Y.; Sayre, L. M. J. Org. Chem. 1999, 64, 5732.
16. For recent examples of Paal-Knorr pyrrole synthesis, see: (a) Agami, C.; Dechoux, L.; Hamon, L.; Hebbe, S. Synthesis 2003, 6, 859. (b) Quiclet-Sire, B.; Quintero, L.; Sanchez-Jimenez, G.; Zard, S. Z. Synlett 2003, 75. (c) Raghavan, S.; Anuradha, K. Synlett 2003, 5, 711. (d) Curini, M.; Montanari, F.; Rosati, O.; Lioy, E.; Margarita, R. Tetrahedron Lett. 2003, 44, 3923. (e) Baxendale, I. R.; Brusotti, G.; Matsuoka, M.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 2002, 143. (f) Friedrich, M.; Wächtler, A.; de Meijere, A. Synlett 2002, 4, 619. (g) Ferreira, P. M. T.; Maia, H. L. S.; Monteiro, L. S. Tetrahedron Lett. 2002, 43, 4491. (h) Hewton, C. E.; Kimber, M. C.; Taylor, D. K. Tetrahedron Lett. 2002, 43, 3199. (i) Braun, R. U.; Zeitler, K.; Muller, T. J. J. Org. Lett. 2001, 3, 3297. (j) Rao, H. S. P.; Jothilingam, S. Tetrahedron Lett. 2001, 42, 6595. (k) Chen, N.; Lu, Y.; Gadamasetti, K.; Hurt, C. R.; Norman, M. H.; Fotsch, C. J. Org. Chem. 2000, 65, 2603. (l) Xu, G.; Liu, Y.; Sayre, L. M. J. Org. Chem. 1999, 64, 5732.
17. For recent examples of Paal-Knorr pyrrole synthesis, see: (a) Agami, C.; Dechoux, L.; Hamon, L.; Hebbe, S. Synthesis 2003, 6, 859. (b) Quiclet-Sire, B.; Quintero, L.; Sanchez-Jimenez, G.; Zard, S. Z. Synlett 2003, 75. (c) Raghavan, S.; Anuradha, K. Synlett 2003, 5, 711. (d) Curini, M.; Montanari, F.; Rosati, O.; Lioy, E.; Margarita, R. Tetrahedron Lett. 2003, 44, 3923. (e) Baxendale, I. R.; Brusotti, G.; Matsuoka, M.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 2002, 143. (f) Friedrich, M.; Wächtler, A.; de Meijere, A. Synlett 2002, 4, 619. (g) Ferreira, P. M. T.; Maia, H. L. S.; Monteiro, L. S. Tetrahedron Lett. 2002, 43, 4491. (h) Hewton, C. E.; Kimber, M. C.; Taylor, D. K. Tetrahedron Lett. 2002, 43, 3199. (i) Braun, R. U.; Zeitler, K.; Muller, T. J. J. Org. Lett. 2001, 3, 3297. (j) Rao, H. S. P.; Jothilingam, S. Tetrahedron Lett. 2001, 42, 6595. (k) Chen, N.; Lu, Y.; Gadamasetti, K.; Hurt, C. R.; Norman, M. H.; Fotsch, C. J. Org. Chem. 2000, 65, 2603. (l) Xu, G.; Liu, Y.; Sayre, L. M. J. Org. Chem. 1999, 64, 5732.
18. For recent examples of Paal-Knorr pyrrole synthesis, see: (a) Agami, C.; Dechoux, L.; Hamon, L.; Hebbe, S. Synthesis 2003, 6, 859. (b) Quiclet-Sire, B.; Quintero, L.; Sanchez-Jimenez, G.; Zard, S. Z. Synlett 2003, 75. (c) Raghavan, S.; Anuradha, K. Synlett 2003, 5, 711. (d) Curini, M.; Montanari, F.; Rosati, O.; Lioy, E.; Margarita, R. Tetrahedron Lett. 2003, 44, 3923. (e) Baxendale, I. R.; Brusotti, G.; Matsuoka, M.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 2002, 143. (f) Friedrich, M.; Wächtler, A.; de Meijere, A. Synlett 2002, 4, 619. (g) Ferreira, P. M. T.; Maia, H. L. S.; Monteiro, L. S. Tetrahedron Lett. 2002, 43, 4491. (h) Hewton, C. E.; Kimber, M. C.; Taylor, D. K. Tetrahedron Lett. 2002, 43, 3199. (i) Braun, R. U.; Zeitler, K.; Muller, T. J. J. Org. Lett. 2001, 3, 3297. (j) Rao, H. S. P.; Jothilingam, S. Tetrahedron Lett. 2001, 42, 6595. (k) Chen, N.; Lu, Y.; Gadamasetti, K.; Hurt, C. R.; Norman, M. H.; Fotsch, C. J. Org. Chem. 2000, 65, 2603. (l) Xu, G.; Liu, Y.; Sayre, L. M. J. Org. Chem. 1999, 64, 5732.
19. For recent examples of Paal-Knorr pyrrole synthesis, see: (a) Agami, C.; Dechoux, L.; Hamon, L.; Hebbe, S. Synthesis 2003, 6, 859. (b) Quiclet-Sire, B.; Quintero, L.; Sanchez-Jimenez, G.; Zard, S. Z. Synlett 2003, 75. (c) Raghavan, S.; Anuradha, K. Synlett 2003, 5, 711. (d) Curini, M.; Montanari, F.; Rosati, O.; Lioy, E.; Margarita, R. Tetrahedron Lett. 2003, 44, 3923. (e) Baxendale, I. R.; Brusotti, G.; Matsuoka, M.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 2002, 143. (f) Friedrich, M.; Wächtler, A.; de Meijere, A. Synlett 2002, 4, 619. (g) Ferreira, P. M. T.; Maia, H. L. S.; Monteiro, L. S. Tetrahedron Lett. 2002, 43, 4491. (h) Hewton, C. E.; Kimber, M. C.; Taylor, D. K. Tetrahedron Lett. 2002, 43, 3199. (i) Braun, R. U.; Zeitler, K.; Muller, T. J. J. Org. Lett. 2001, 3, 3297. (j) Rao, H. S. P.; Jothilingam, S. Tetrahedron Lett. 2001, 42, 6595. (k) Chen, N.; Lu, Y.; Gadamasetti, K.; Hurt, C. R.; Norman, M. H.; Fotsch, C. J. Org. Chem. 2000, 65, 2603. (l) Xu, G.; Liu, Y.; Sayre, L. M. J. Org. Chem. 1999, 64, 5732.
20. For recent examples of Paal-Knorr pyrrole synthesis, see: (a) Agami, C.; Dechoux, L.; Hamon, L.; Hebbe, S. Synthesis 2003, 6, 859. (b) Quiclet-Sire, B.; Quintero, L.; Sanchez-Jimenez, G.; Zard, S. Z. Synlett 2003, 75. (c) Raghavan, S.; Anuradha, K. Synlett 2003, 5, 711. (d) Curini, M.; Montanari, F.; Rosati, O.; Lioy, E.; Margarita, R. Tetrahedron Lett. 2003, 44, 3923. (e) Baxendale, I. R.; Brusotti, G.; Matsuoka, M.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 2002, 143. (f) Friedrich, M.; Wächtler, A.; de Meijere, A. Synlett 2002, 4, 619. (g) Ferreira, P. M. T.; Maia, H. L. S.; Monteiro, L. S. Tetrahedron Lett. 2002, 43, 4491. (h) Hewton, C. E.; Kimber, M. C.; Taylor, D. K. Tetrahedron Lett. 2002, 43, 3199. (i) Braun, R. U.; Zeitler, K.; Muller, T. J. J. Org. Lett. 2001, 3, 3297. (j) Rao, H. S. P.; Jothilingam, S. Tetrahedron Lett. 2001, 42, 6595. (k) Chen, N.; Lu, Y.; Gadamasetti, K.; Hurt, C. R.; Norman, M. H.; Fotsch, C. J. Org. Chem. 2000, 65, 2603. (l) Xu, G.; Liu, Y.; Sayre, L. M. J. Org. Chem. 1999, 64, 5732.
21. For recent examples of Paal-Knorr pyrrole synthesis, see: (a) Agami, C.; Dechoux, L.; Hamon, L.; Hebbe, S. Synthesis 2003, 6, 859. (b) Quiclet-Sire, B.; Quintero, L.; Sanchez-Jimenez, G.; Zard, S. Z. Synlett 2003, 75. (c) Raghavan, S.; Anuradha, K. Synlett 2003, 5, 711. (d) Curini, M.; Montanari, F.; Rosati, O.; Lioy, E.; Margarita, R. Tetrahedron Lett. 2003, 44, 3923. (e) Baxendale, I. R.; Brusotti, G.; Matsuoka, M.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 2002, 143. (f) Friedrich, M.; Wächtler, A.; de Meijere, A. Synlett 2002, 4, 619. (g) Ferreira, P. M. T.; Maia, H. L. S.; Monteiro, L. S. Tetrahedron Lett. 2002, 43, 4491. (h) Hewton, C. E.; Kimber, M. C.; Taylor, D. K. Tetrahedron Lett. 2002, 43, 3199. (i) Braun, R. U.; Zeitler, K.; Muller, T. J. J. Org. Lett. 2001, 3, 3297. (j) Rao, H. S. P.; Jothilingam, S. Tetrahedron Lett. 2001, 42, 6595. (k) Chen, N.; Lu, Y.; Gadamasetti, K.; Hurt, C. R.; Norman, M. H.; Fotsch, C. J. Org. Chem. 2000, 65, 2603. (l) Xu, G.; Liu, Y.; Sayre, L. M. J. Org. Chem. 1999, 64, 5732.
22. For recent examples of Paal-Knorr pyrrole synthesis, see: (a) Agami, C.; Dechoux, L.; Hamon, L.; Hebbe, S. Synthesis 2003, 6, 859. (b) Quiclet-Sire, B.; Quintero, L.; Sanchez-Jimenez, G.; Zard, S. Z. Synlett 2003, 75. (c) Raghavan, S.; Anuradha, K. Synlett 2003, 5, 711. (d) Curini, M.; Montanari, F.; Rosati, O.; Lioy, E.; Margarita, R. Tetrahedron Lett. 2003, 44, 3923. (e) Baxendale, I. R.; Brusotti, G.; Matsuoka, M.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 2002, 143. (f) Friedrich, M.; Wächtler, A.; de Meijere, A. Synlett 2002, 4, 619. (g) Ferreira, P. M. T.; Maia, H. L. S.; Monteiro, L. S. Tetrahedron Lett. 2002, 43, 4491. (h) Hewton, C. E.; Kimber, M. C.; Taylor, D. K. Tetrahedron Lett. 2002, 43, 3199. (i) Braun, R. U.; Zeitler, K.; Muller, T. J. J. Org. Lett. 2001, 3, 3297. (j) Rao, H. S. P.; Jothilingam, S. Tetrahedron Lett. 2001, 42, 6595. (k) Chen, N.; Lu, Y.; Gadamasetti, K.; Hurt, C. R.; Norman, M. H.; Fotsch, C. J. Org. Chem. 2000, 65, 2603. (l) Xu, G.; Liu, Y.; Sayre, L. M. J. Org. Chem. 1999, 64, 5732.
23. For recent examples of Paal-Knorr pyrrole synthesis, see: (a) Agami, C.; Dechoux, L.; Hamon, L.; Hebbe, S. Synthesis 2003, 6, 859. (b) Quiclet-Sire, B.; Quintero, L.; Sanchez-Jimenez, G.; Zard, S. Z. Synlett 2003, 75. (c) Raghavan, S.; Anuradha, K. Synlett 2003, 5, 711. (d) Curini, M.; Montanari, F.; Rosati, O.; Lioy, E.; Margarita, R. Tetrahedron Lett. 2003, 44, 3923. (e) Baxendale, I. R.; Brusotti, G.; Matsuoka, M.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 2002, 143. (f) Friedrich, M.; Wächtler, A.; de Meijere, A. Synlett 2002, 4, 619. (g) Ferreira, P. M. T.; Maia, H. L. S.; Monteiro, L. S. Tetrahedron Lett. 2002, 43, 4491. (h) Hewton, C. E.; Kimber, M. C.; Taylor, D. K. Tetrahedron Lett. 2002, 43, 3199. (i) Braun, R. U.; Zeitler, K.; Muller, T. J. J. Org. Lett. 2001, 3, 3297. (j) Rao, H. S. P.; Jothilingam, S. Tetrahedron Lett. 2001, 42, 6595. (k) Chen, N.; Lu, Y.; Gadamasetti, K.; Hurt, C. R.; Norman, M. H.; Fotsch, C. J. Org. Chem. 2000, 65, 2603. (l) Xu, G.; Liu, Y.; Sayre, L. M. J. Org. Chem. 1999, 64, 5732.
24. For recent examples of Paal-Knorr pyrrole synthesis, see: (a) Agami, C.; Dechoux, L.; Hamon, L.; Hebbe, S. Synthesis 2003, 6, 859. (b) Quiclet-Sire, B.; Quintero, L.; Sanchez-Jimenez, G.; Zard, S. Z. Synlett 2003, 75. (c) Raghavan, S.; Anuradha, K. Synlett 2003, 5, 711. (d) Curini, M.; Montanari, F.; Rosati, O.; Lioy, E.; Margarita, R. Tetrahedron Lett. 2003, 44, 3923. (e) Baxendale, I. R.; Brusotti, G.; Matsuoka, M.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 2002, 143. (f) Friedrich, M.; Wächtler, A.; de Meijere, A. Synlett 2002, 4, 619. (g) Ferreira, P. M. T.; Maia, H. L. S.; Monteiro, L. S. Tetrahedron Lett. 2002, 43, 4491. (h) Hewton, C. E.; Kimber, M. C.; Taylor, D. K. Tetrahedron Lett. 2002, 43, 3199. (i) Braun, R. U.; Zeitler, K.; Muller, T. J. J. Org. Lett. 2001, 3, 3297. (j) Rao, H. S. P.; Jothilingam, S. Tetrahedron Lett. 2001, 42, 6595. (k) Chen, N.; Lu, Y.; Gadamasetti, K.; Hurt, C. R.; Norman, M. H.; Fotsch, C. J. Org. Chem. 2000, 65, 2603. (l) Xu, G.; Liu, Y.; Sayre, L. M. J. Org. Chem. 1999, 64, 5732.
25. For recent examples of Paal-Knorr pyrrole synthesis, see: (a) Agami, C.; Dechoux, L.; Hamon, L.; Hebbe, S. Synthesis 2003, 6, 859. (b) Quiclet-Sire, B.; Quintero, L.; Sanchez-Jimenez, G.; Zard, S. Z. Synlett 2003, 75. (c) Raghavan, S.; Anuradha, K. Synlett 2003, 5, 711. (d) Curini, M.; Montanari, F.; Rosati, O.; Lioy, E.; Margarita, R. Tetrahedron Lett. 2003, 44, 3923. (e) Baxendale, I. R.; Brusotti, G.; Matsuoka, M.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 2002, 143. (f) Friedrich, M.; Wächtler, A.; de Meijere, A. Synlett 2002, 4, 619. (g) Ferreira, P. M. T.; Maia, H. L. S.; Monteiro, L. S. Tetrahedron Lett. 2002, 43, 4491. (h) Hewton, C. E.; Kimber, M. C.; Taylor, D. K. Tetrahedron Lett. 2002, 43, 3199. (i) Braun, R. U.; Zeitler, K.; Muller, T. J. J. Org. Lett. 2001, 3, 3297. (j) Rao, H. S. P.; Jothilingam, S. Tetrahedron Lett. 2001, 42, 6595. (k) Chen, N.; Lu, Y.; Gadamasetti, K.; Hurt, C. R.; Norman, M. H.; Fotsch, C. J. Org. Chem. 2000, 65, 2603. (l) Xu, G.; Liu, Y.; Sayre, L. M. J. Org. Chem. 1999, 64, 5732.
26. For recent examples of Paal-Knorr pyrrole synthesis, see: (a) Agami, C.; Dechoux, L.; Hamon, L.; Hebbe, S. Synthesis 2003, 6, 859. (b) Quiclet-Sire, B.; Quintero, L.; Sanchez-Jimenez, G.; Zard, S. Z. Synlett 2003, 75. (c) Raghavan, S.; Anuradha, K. Synlett 2003, 5, 711. (d) Curini, M.; Montanari, F.; Rosati, O.; Lioy, E.; Margarita, R. Tetrahedron Lett. 2003, 44, 3923. (e) Baxendale, I. R.; Brusotti, G.; Matsuoka, M.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 2002, 143. (f) Friedrich, M.; Wächtler, A.; de Meijere, A. Synlett 2002, 4, 619. (g) Ferreira, P. M. T.; Maia, H. L. S.; Monteiro, L. S. Tetrahedron Lett. 2002, 43, 4491. (h) Hewton, C. E.; Kimber, M. C.; Taylor, D. K. Tetrahedron Lett. 2002, 43, 3199. (i) Braun, R. U.; Zeitler, K.; Muller, T. J. J. Org. Lett. 2001, 3, 3297. (j) Rao, H. S. P.; Jothilingam, S. Tetrahedron Lett. 2001, 42, 6595. (k) Chen, N.; Lu, Y.; Gadamasetti, K.; Hurt, C. R.; Norman, M. H.; Fotsch, C. J. Org. Chem. 2000, 65, 2603. (l) Xu, G.; Liu, Y.; Sayre, L. M. J. Org. Chem. 1999, 64, 5732.
27. For Hantzsch pyrrole synthesis, see: (a) Hantzsch, A. Chem. Ber. 1890, 23, 1474. (b) A recent example, see: Palacios, F.; Aparicio, D.; de los Santos, J. M.; Vicario, J. Tetrahedron 2001, 57, 1961.
28. For Hantzsch pyrrole synthesis, see: (a) Hantzsch, A. Chem. Ber. 1890, 23, 1474. (b) A recent example, see: Palacios, F.; Aparicio, D.; de los Santos, J. M.; Vicario, J. Tetrahedron 2001, 57, 1961.
29. For recent preparations of chiral pyrroles, see: (a) Settambolo, R.; Guazzelli, G.; Mengali, L.; Mandoli, A.; Lazzaroni, R. Tetrahedron: Asymmetry 2003, 14, 2491. (b) Wasserman, H. H.; Long, Y. O.; Zhang, R.; Carr, A. J.; Parr, J. Tetrahedron Lett. 2002, 43, 3347. (c) Ong, C. W.; Chen, C. M.; Wang, L. H.; Jan, J. J. J. Org. Chem. 1998, 63, 9131. (d) Grigg, R.; Yoganathan, G. Tetrahedron: Asymmetry 1996, 7, 273.
30. For recent preparations of chiral pyrroles, see: (a) Settambolo, R.; Guazzelli, G.; Mengali, L.; Mandoli, A.; Lazzaroni, R. Tetrahedron: Asymmetry 2003, 14, 2491. (b) Wasserman, H. H.; Long, Y. O.; Zhang, R.; Carr, A. J.; Parr, J. Tetrahedron Lett. 2002, 43, 3347. (c) Ong, C. W.; Chen, C. M.; Wang, L. H.; Jan, J. J. J. Org. Chem. 1998, 63, 9131. (d) Grigg, R.; Yoganathan, G. Tetrahedron: Asymmetry 1996, 7, 273.
31. For recent preparations of chiral pyrroles, see: (a) Settambolo, R.; Guazzelli, G.; Mengali, L.; Mandoli, A.; Lazzaroni, R. Tetrahedron: Asymmetry 2003, 14, 2491. (b) Wasserman, H. H.; Long, Y. O.; Zhang, R.; Carr, A. J.; Parr, J. Tetrahedron Lett. 2002, 43, 3347. (c) Ong, C. W.; Chen, C. M.; Wang, L. H.; Jan, J. J. J. Org. Chem. 1998, 63, 9131. (d) Grigg, R.; Yoganathan, G. Tetrahedron: Asymmetry 1996, 7, 273.
32. For recent preparations of chiral pyrroles, see: (a) Settambolo, R.; Guazzelli, G.; Mengali, L.; Mandoli, A.; Lazzaroni, R. Tetrahedron: Asymmetry 2003, 14, 2491. (b) Wasserman, H. H.; Long, Y. O.; Zhang, R.; Carr, A. J.; Parr, J. Tetrahedron Lett. 2002, 43, 3347. (c) Ong, C. W.; Chen, C. M.; Wang, L. H.; Jan, J. J. J. Org. Chem. 1998, 63, 9131. (d) Grigg, R.; Yoganathan, G. Tetrahedron: Asymmetry 1996, 7, 273.
33. For recent preparations of bispyrroles, see: (a) Bröring, M.; Link, S. Synthesis 2002, 1, 67. (b) Wasserman, H. H.; Long, Y. O.; Zhang, R.; Carr, A. J.; Parr, J. Tetrahedron Lett. 2002, 43, 3347. (c) Chacon-Garciá, L.; Martinez, R. Eur. J. Med. Chem. 2002, 37, 261. (d) Just, P. E.; Chane-Ching, K. I.; Lacaze, P. C. Tetrahedron 2002, 58, 3467. (e) Domingo, V. M.; Alemán, C.; Brillas, E.; Juliá, L. J. Org. Chem. 2001, 66, 4058. (f) Attanasi, O. A.; Crescentini, L. D.; Filippone, P.; Perrulli, F. R.; Santeusanio, S. Synlett 1999, 339. (g) For some earliest preparations of bispyrroles, see the following: Buu-Hoï, N. P.; Xuong, N. J. Org. Chem. 1955, 20, 850. (h) Adams, R.; Joyce, R. M. J. Am. Chem. Soc. 1938, 60, 1491. (i) Chang, C.; Joyce, R. M. J. Am. Chem. Soc. 1934, 56, 2089.
34. For recent preparations of bispyrroles, see: (a) Bröring, M.; Link, S. Synthesis 2002, 1, 67. (b) Wasserman, H. H.; Long, Y. O.; Zhang, R.; Carr, A. J.; Parr, J. Tetrahedron Lett. 2002, 43, 3347. (c) Chacon-Garciá, L.; Martinez, R. Eur. J. Med. Chem. 2002, 37, 261. (d) Just, P. E.; Chane-Ching, K. I.; Lacaze, P. C. Tetrahedron 2002, 58, 3467. (e) Domingo, V. M.; Alemán, C.; Brillas, E.; Juliá, L. J. Org. Chem. 2001, 66, 4058. (f) Attanasi, O. A.; Crescentini, L. D.; Filippone, P.; Perrulli, F. R.; Santeusanio, S. Synlett 1999, 339. (g) For some earliest preparations of bispyrroles, see the following: Buu-Hoï, N. P.; Xuong, N. J. Org. Chem. 1955, 20, 850. (h) Adams, R.; Joyce, R. M. J. Am. Chem. Soc. 1938, 60, 1491. (i) Chang, C.; Joyce, R. M. J. Am. Chem. Soc. 1934, 56, 2089.
35. For recent preparations of bispyrroles, see: (a) Bröring, M.; Link, S. Synthesis 2002, 1, 67. (b) Wasserman, H. H.; Long, Y. O.; Zhang, R.; Carr, A. J.; Parr, J. Tetrahedron Lett. 2002, 43, 3347. (c) Chacon-Garciá, L.; Martinez, R. Eur. J. Med. Chem. 2002, 37, 261. (d) Just, P. E.; Chane-Ching, K. I.; Lacaze, P. C. Tetrahedron 2002, 58, 3467. (e) Domingo, V. M.; Alemán, C.; Brillas, E.; Juliá, L. J. Org. Chem. 2001, 66, 4058. (f) Attanasi, O. A.; Crescentini, L. D.; Filippone, P.; Perrulli, F. R.; Santeusanio, S. Synlett 1999, 339. (g) For some earliest preparations of bispyrroles, see the following: Buu-Hoï, N. P.; Xuong, N. J. Org. Chem. 1955, 20, 850. (h) Adams, R.; Joyce, R. M. J. Am. Chem. Soc. 1938, 60, 1491. (i) Chang, C.; Joyce, R. M. J. Am. Chem. Soc. 1934, 56, 2089.
36. For recent preparations of bispyrroles, see: (a) Bröring, M.; Link, S. Synthesis 2002, 1, 67. (b) Wasserman, H. H.; Long, Y. O.; Zhang, R.; Carr, A. J.; Parr, J. Tetrahedron Lett. 2002, 43, 3347. (c) Chacon-Garciá, L.; Martinez, R. Eur. J. Med. Chem. 2002, 37, 261. (d) Just, P. E.; Chane-Ching, K. I.; Lacaze, P. C. Tetrahedron 2002, 58, 3467. (e) Domingo, V. M.; Alemán, C.; Brillas, E.; Juliá, L. J. Org. Chem. 2001, 66, 4058. (f) Attanasi, O. A.; Crescentini, L. D.; Filippone, P.; Perrulli, F. R.; Santeusanio, S. Synlett 1999, 339. (g) For some earliest preparations of bispyrroles, see the following: Buu-Hoï, N. P.; Xuong, N. J. Org. Chem. 1955, 20, 850. (h) Adams, R.; Joyce, R. M. J. Am. Chem. Soc. 1938, 60, 1491. (i) Chang, C.; Joyce, R. M. J. Am. Chem. Soc. 1934, 56, 2089.
37. For recent preparations of bispyrroles, see: (a) Bröring, M.; Link, S. Synthesis 2002, 1, 67. (b) Wasserman, H. H.; Long, Y. O.; Zhang, R.; Carr, A. J.; Parr, J. Tetrahedron Lett. 2002, 43, 3347. (c) Chacon-Garciá, L.; Martinez, R. Eur. J. Med. Chem. 2002, 37, 261. (d) Just, P. E.; Chane-Ching, K. I.; Lacaze, P. C. Tetrahedron 2002, 58, 3467. (e) Domingo, V. M.; Alemán, C.; Brillas, E.; Juliá, L. J. Org. Chem. 2001, 66, 4058. (f) Attanasi, O. A.; Crescentini, L. D.; Filippone, P.; Perrulli, F. R.; Santeusanio, S. Synlett 1999, 339. (g) For some earliest preparations of bispyrroles, see the following: Buu-Hoï, N. P.; Xuong, N. J. Org. Chem. 1955, 20, 850. (h) Adams, R.; Joyce, R. M. J. Am. Chem. Soc. 1938, 60, 1491. (i) Chang, C.; Joyce, R. M. J. Am. Chem. Soc. 1934, 56, 2089.
38. For recent preparations of bispyrroles, see: (a) Bröring, M.; Link, S. Synthesis 2002, 1, 67. (b) Wasserman, H. H.; Long, Y. O.; Zhang, R.; Carr, A. J.; Parr, J. Tetrahedron Lett. 2002, 43, 3347. (c) Chacon-Garciá, L.; Martinez, R. Eur. J. Med. Chem. 2002, 37, 261. (d) Just, P. E.; Chane-Ching, K. I.; Lacaze, P. C. Tetrahedron 2002, 58, 3467. (e) Domingo, V. M.; Alemán, C.; Brillas, E.; Juliá, L. J. Org. Chem. 2001, 66, 4058. (f) Attanasi, O. A.; Crescentini, L. D.; Filippone, P.; Perrulli, F. R.; Santeusanio, S. Synlett 1999, 339. (g) For some earliest preparations of bispyrroles, see the following: Buu-Hoï, N. P.; Xuong, N. J. Org. Chem. 1955, 20, 850. (h) Adams, R.; Joyce, R. M. J. Am. Chem. Soc. 1938, 60, 1491. (i) Chang, C.; Joyce, R. M. J. Am. Chem. Soc. 1934, 56, 2089.
39. For recent preparations of bispyrroles, see: (a) Bröring, M.; Link, S. Synthesis 2002, 1, 67. (b) Wasserman, H. H.; Long, Y. O.; Zhang, R.; Carr, A. J.; Parr, J. Tetrahedron Lett. 2002, 43, 3347. (c) Chacon-Garciá, L.; Martinez, R. Eur. J. Med. Chem. 2002, 37, 261. (d) Just, P. E.; Chane-Ching, K. I.; Lacaze, P. C. Tetrahedron 2002, 58, 3467. (e) Domingo, V. M.; Alemán, C.; Brillas, E.; Juliá, L. J. Org. Chem. 2001, 66, 4058. (f) Attanasi, O. A.; Crescentini, L. D.; Filippone, P.; Perrulli, F. R.; Santeusanio, S. Synlett 1999, 339. (g) For some earliest preparations of bispyrroles, see the following: Buu-Hoï, N. P.; Xuong, N. J. Org. Chem. 1955, 20, 850. (h) Adams, R.; Joyce, R. M. J. Am. Chem. Soc. 1938, 60, 1491. (i) Chang, C.; Joyce, R. M. J. Am. Chem. Soc. 1934, 56, 2089.
40. For recent preparations of bispyrroles, see: (a) Bröring, M.; Link, S. Synthesis 2002, 1, 67. (b) Wasserman, H. H.; Long, Y. O.; Zhang, R.; Carr, A. J.; Parr, J. Tetrahedron Lett. 2002, 43, 3347. (c) Chacon-Garciá, L.; Martinez, R. Eur. J. Med. Chem. 2002, 37, 261. (d) Just, P. E.; Chane-Ching, K. I.; Lacaze, P. C. Tetrahedron 2002, 58, 3467. (e) Domingo, V. M.; Alemán, C.; Brillas, E.; Juliá, L. J. Org. Chem. 2001, 66, 4058. (f) Attanasi, O. A.; Crescentini, L. D.; Filippone, P.; Perrulli, F. R.; Santeusanio, S. Synlett 1999, 339. (g) For some earliest preparations of bispyrroles, see the following: Buu-Hoï, N. P.; Xuong, N. J. Org. Chem. 1955, 20, 850. (h) Adams, R.; Joyce, R. M. J. Am. Chem. Soc. 1938, 60, 1491. (i) Chang, C.; Joyce, R. M. J. Am. Chem. Soc. 1934, 56, 2089.
41. For recent preparations of bispyrroles, see: (a) Bröring, M.; Link, S. Synthesis 2002, 1, 67. (b) Wasserman, H. H.; Long, Y. O.; Zhang, R.; Carr, A. J.; Parr, J. Tetrahedron Lett. 2002, 43, 3347. (c) Chacon-Garciá, L.; Martinez, R. Eur. J. Med. Chem. 2002, 37, 261. (d) Just, P. E.; Chane-Ching, K. I.; Lacaze, P. C. Tetrahedron 2002, 58, 3467. (e) Domingo, V. M.; Alemán, C.; Brillas, E.; Juliá, L. J. Org. Chem. 2001, 66, 4058. (f) Attanasi, O. A.; Crescentini, L. D.; Filippone, P.; Perrulli, F. R.; Santeusanio, S. Synlett 1999, 339. (g) For some earliest preparations of bispyrroles, see the following: Buu-Hoï, N. P.; Xuong, N. J. Org. Chem. 1955, 20, 850. (h) Adams, R.; Joyce, R. M. J. Am. Chem. Soc. 1938, 60, 1491. (i) Chang, C.; Joyce, R. M. J. Am. Chem. Soc. 1934, 56, 2089.
42. For recent examples on transition metal-mediated methods for the pyrrole synthesis, see: (a) Gabriele, B.; Salerno, G.; Fazio, A. J. Org. Chem. 2003, 68, 7853. (b) Zhang, Y.; Herdon, J. W. Org. Lett. 2003, 5, 2043. (c) Nakano, H.; Ishibashi, T.; Sawada, T. Tetrahedron Lett. 2003, 44, 4175. (d) Takaya, H.; Kojima, S.; Murahashi, S.-I. Org. Lett. 2001, 3, 421. (e) Kel'in, A. V.; Sromek, A. W.; Gevorgyan, V. J. Am. Chem. Soc. 2001, 123, 2074. (f) Farcas, S.; Namy, J.-L. Tetrahedron 2001, 57, 4881. (g) Gabriele, B.; Salerno, G.; Fazio, A.; Bossio, M. R. Tetrahedron Lett. 2001, 44, 1339. (h) Lee, C.-F.; Yang, L.-M.; Hwu, T.-Y.; Feng, A.-S.; Tseng, J.-C.; Luh, T.-Y. J. Am Chem. Soc. 2000, 122, 4992. (i) Grigg, R.; Savic, V. Chem. Commun. 2000, 873. (j) Dieter, R. K.; Yu, H. Org. Lett. 2000, 2, 2283.
43. For recent examples on transition metal-mediated methods for the pyrrole synthesis, see: (a) Gabriele, B.; Salerno, G.; Fazio, A. J. Org. Chem. 2003, 68, 7853. (b) Zhang, Y.; Herdon, J. W. Org. Lett. 2003, 5, 2043. (c) Nakano, H.; Ishibashi, T.; Sawada, T. Tetrahedron Lett. 2003, 44, 4175. (d) Takaya, H.; Kojima, S.; Murahashi, S.-I. Org. Lett. 2001, 3, 421. (e) Kel'in, A. V.; Sromek, A. W.; Gevorgyan, V. J. Am. Chem. Soc. 2001, 123, 2074. (f) Farcas, S.; Namy, J.-L. Tetrahedron 2001, 57, 4881. (g) Gabriele, B.; Salerno, G.; Fazio, A.; Bossio, M. R. Tetrahedron Lett. 2001, 44, 1339. (h) Lee, C.-F.; Yang, L.-M.; Hwu, T.-Y.; Feng, A.-S.; Tseng, J.-C.; Luh, T.-Y. J. Am Chem. Soc. 2000, 122, 4992. (i) Grigg, R.; Savic, V. Chem. Commun. 2000, 873. (j) Dieter, R. K.; Yu, H. Org. Lett. 2000, 2, 2283.
44. For recent examples on transition metal-mediated methods for the pyrrole synthesis, see: (a) Gabriele, B.; Salerno, G.; Fazio, A. J. Org. Chem. 2003, 68, 7853. (b) Zhang, Y.; Herdon, J. W. Org. Lett. 2003, 5, 2043. (c) Nakano, H.; Ishibashi, T.; Sawada, T. Tetrahedron Lett. 2003, 44, 4175. (d) Takaya, H.; Kojima, S.; Murahashi, S.-I. Org. Lett. 2001, 3, 421. (e) Kel'in, A. V.; Sromek, A. W.; Gevorgyan, V. J. Am. Chem. Soc. 2001, 123, 2074. (f) Farcas, S.; Namy, J.-L. Tetrahedron 2001, 57, 4881. (g) Gabriele, B.; Salerno, G.; Fazio, A.; Bossio, M. R. Tetrahedron Lett. 2001, 44, 1339. (h) Lee, C.-F.; Yang, L.-M.; Hwu, T.-Y.; Feng, A.-S.; Tseng, J.-C.; Luh, T.-Y. J. Am Chem. Soc. 2000, 122, 4992. (i) Grigg, R.; Savic, V. Chem. Commun. 2000, 873. (j) Dieter, R. K.; Yu, H. Org. Lett. 2000, 2, 2283.
45. For recent examples on transition metal-mediated methods for the pyrrole synthesis, see: (a) Gabriele, B.; Salerno, G.; Fazio, A. J. Org. Chem. 2003, 68, 7853. (b) Zhang, Y.; Herdon, J. W. Org. Lett. 2003, 5, 2043. (c) Nakano, H.; Ishibashi, T.; Sawada, T. Tetrahedron Lett. 2003, 44, 4175. (d) Takaya, H.; Kojima, S.; Murahashi, S.-I. Org. Lett. 2001, 3, 421. (e) Kel'in, A. V.; Sromek, A. W.; Gevorgyan, V. J. Am. Chem. Soc. 2001, 123, 2074. (f) Farcas, S.; Namy, J.-L. Tetrahedron 2001, 57, 4881. (g) Gabriele, B.; Salerno, G.; Fazio, A.; Bossio, M. R. Tetrahedron Lett. 2001, 44, 1339. (h) Lee, C.-F.; Yang, L.-M.; Hwu, T.-Y.; Feng, A.-S.; Tseng, J.-C.; Luh, T.-Y. J. Am Chem. Soc. 2000, 122, 4992. (i) Grigg, R.; Savic, V. Chem. Commun. 2000, 873. (j) Dieter, R. K.; Yu, H. Org. Lett. 2000, 2, 2283.
46. For recent examples on transition metal-mediated methods for the pyrrole synthesis, see: (a) Gabriele, B.; Salerno, G.; Fazio, A. J. Org. Chem. 2003, 68, 7853. (b) Zhang, Y.; Herdon, J. W. Org. Lett. 2003, 5, 2043. (c) Nakano, H.; Ishibashi, T.; Sawada, T. Tetrahedron Lett. 2003, 44, 4175. (d) Takaya, H.; Kojima, S.; Murahashi, S.-I. Org. Lett. 2001, 3, 421. (e) Kel'in, A. V.; Sromek, A. W.; Gevorgyan, V. J. Am. Chem. Soc. 2001, 123, 2074. (f) Farcas, S.; Namy, J.-L. Tetrahedron 2001, 57, 4881. (g) Gabriele, B.; Salerno, G.; Fazio, A.; Bossio, M. R. Tetrahedron Lett. 2001, 44, 1339. (h) Lee, C.-F.; Yang, L.-M.; Hwu, T.-Y.; Feng, A.-S.; Tseng, J.-C.; Luh, T.-Y. J. Am Chem. Soc. 2000, 122, 4992. (i) Grigg, R.; Savic, V. Chem. Commun. 2000, 873. (j) Dieter, R. K.; Yu, H. Org. Lett. 2000, 2, 2283.
47. For recent examples on transition metal-mediated methods for the pyrrole synthesis, see: (a) Gabriele, B.; Salerno, G.; Fazio, A. J. Org. Chem. 2003, 68, 7853. (b) Zhang, Y.; Herdon, J. W. Org. Lett. 2003, 5, 2043. (c) Nakano, H.; Ishibashi, T.; Sawada, T. Tetrahedron Lett. 2003, 44, 4175. (d) Takaya, H.; Kojima, S.; Murahashi, S.-I. Org. Lett. 2001, 3, 421. (e) Kel'in, A. V.; Sromek, A. W.; Gevorgyan, V. J. Am. Chem. Soc. 2001, 123, 2074. (f) Farcas, S.; Namy, J.-L. Tetrahedron 2001, 57, 4881. (g) Gabriele, B.; Salerno, G.; Fazio, A.; Bossio, M. R. Tetrahedron Lett. 2001, 44, 1339. (h) Lee, C.-F.; Yang, L.-M.; Hwu, T.-Y.; Feng, A.-S.; Tseng, J.-C.; Luh, T.-Y. J. Am Chem. Soc. 2000, 122, 4992. (i) Grigg, R.; Savic, V. Chem. Commun. 2000, 873. (j) Dieter, R. K.; Yu, H. Org. Lett. 2000, 2, 2283.
48. For recent examples on transition metal-mediated methods for the pyrrole synthesis, see: (a) Gabriele, B.; Salerno, G.; Fazio, A. J. Org. Chem. 2003, 68, 7853. (b) Zhang, Y.; Herdon, J. W. Org. Lett. 2003, 5, 2043. (c) Nakano, H.; Ishibashi, T.; Sawada, T. Tetrahedron Lett. 2003, 44, 4175. (d) Takaya, H.; Kojima, S.; Murahashi, S.-I. Org. Lett. 2001, 3, 421. (e) Kel'in, A. V.; Sromek, A. W.; Gevorgyan, V. J. Am. Chem. Soc. 2001, 123, 2074. (f) Farcas, S.; Namy, J.-L. Tetrahedron 2001, 57, 4881. (g) Gabriele, B.; Salerno, G.; Fazio, A.; Bossio, M. R. Tetrahedron Lett. 2001, 44, 1339. (h) Lee, C.-F.; Yang, L.-M.; Hwu, T.-Y.; Feng, A.-S.; Tseng, J.-C.; Luh, T.-Y. J. Am Chem. Soc. 2000, 122, 4992. (i) Grigg, R.; Savic, V. Chem. Commun. 2000, 873. (j) Dieter, R. K.; Yu, H. Org. Lett. 2000, 2, 2283.
49. For recent examples on transition metal-mediated methods for the pyrrole synthesis, see: (a) Gabriele, B.; Salerno, G.; Fazio, A. J. Org. Chem. 2003, 68, 7853. (b) Zhang, Y.; Herdon, J. W. Org. Lett. 2003, 5, 2043. (c) Nakano, H.; Ishibashi, T.; Sawada, T. Tetrahedron Lett. 2003, 44, 4175. (d) Takaya, H.; Kojima, S.; Murahashi, S.-I. Org. Lett. 2001, 3, 421. (e) Kel'in, A. V.; Sromek, A. W.; Gevorgyan, V. J. Am. Chem. Soc. 2001, 123, 2074. (f) Farcas, S.; Namy, J.-L. Tetrahedron 2001, 57, 4881. (g) Gabriele, B.; Salerno, G.; Fazio, A.; Bossio, M. R. Tetrahedron Lett. 2001, 44, 1339. (h) Lee, C.-F.; Yang, L.-M.; Hwu, T.-Y.; Feng, A.-S.; Tseng, J.-C.; Luh, T.-Y. J. Am Chem. Soc. 2000, 122, 4992. (i) Grigg, R.; Savic, V. Chem. Commun. 2000, 873. (j) Dieter, R. K.; Yu, H. Org. Lett. 2000, 2, 2283.
50. For recent examples on transition metal-mediated methods for the pyrrole synthesis, see: (a) Gabriele, B.; Salerno, G.; Fazio, A. J. Org. Chem. 2003, 68, 7853. (b) Zhang, Y.; Herdon, J. W. Org. Lett. 2003, 5, 2043. (c) Nakano, H.; Ishibashi, T.; Sawada, T. Tetrahedron Lett. 2003, 44, 4175. (d) Takaya, H.; Kojima, S.; Murahashi, S.-I. Org. Lett. 2001, 3, 421. (e) Kel'in, A. V.; Sromek, A. W.; Gevorgyan, V. J. Am. Chem. Soc. 2001, 123, 2074. (f) Farcas, S.; Namy, J.-L. Tetrahedron 2001, 57, 4881. (g) Gabriele, B.; Salerno, G.; Fazio, A.; Bossio, M. R. Tetrahedron Lett. 2001, 44, 1339. (h) Lee, C.-F.; Yang, L.-M.; Hwu, T.-Y.; Feng, A.-S.; Tseng, J.-C.; Luh, T.-Y. J. Am Chem. Soc. 2000, 122, 4992. (i) Grigg, R.; Savic, V. Chem. Commun. 2000, 873. (j) Dieter, R. K.; Yu, H. Org. Lett. 2000, 2, 2283.
51. For recent examples on transition metal-mediated methods for the pyrrole synthesis, see: (a) Gabriele, B.; Salerno, G.; Fazio, A. J. Org. Chem. 2003, 68, 7853. (b) Zhang, Y.; Herdon, J. W. Org. Lett. 2003, 5, 2043. (c) Nakano, H.; Ishibashi, T.; Sawada, T. Tetrahedron Lett. 2003, 44, 4175. (d) Takaya, H.; Kojima, S.; Murahashi, S.-I. Org. Lett. 2001, 3, 421. (e) Kel'in, A. V.; Sromek, A. W.; Gevorgyan, V. J. Am. Chem. Soc. 2001, 123, 2074. (f) Farcas, S.; Namy, J.-L. Tetrahedron 2001, 57, 4881. (g) Gabriele, B.; Salerno, G.; Fazio, A.; Bossio, M. R. Tetrahedron Lett. 2001, 44, 1339. (h) Lee, C.-F.; Yang, L.-M.; Hwu, T.-Y.; Feng, A.-S.; Tseng, J.-C.; Luh, T.-Y. J. Am Chem. Soc. 2000, 122, 4992. (i) Grigg, R.; Savic, V. Chem. Commun. 2000, 873. (j) Dieter, R. K.; Yu, H. Org. Lett. 2000, 2, 2283.
52. For other related preparations of pyrroles, see: (a) Ranu, B. C.; Dey, S. S. Tetrahedron Lett. 2003, 44, 2865. (b) Ranu, B. C.; Hajra, A. Tetrahedron 2001, 57, 4767. (c) Lagu, B.; Pan, M.; Wachter, M. P. Tetrahedron Lett. 2001, 42, 6027. (d) Bullington, J. L.; Wolff, R. R.; Jackson, P. F. J. Org. Chem. 2002, 67, 9439. (e) Quiclet-Sire, B.; Wendeborn, F.; Zard, S. Z. Chem. Commun. 2002, 2214. (f) Aelterman, W.; De Kimpe, N.; Tyvorskii, V.; Kulinkovich, O. J. Org. Chem. 2001, 66, 53-58. (g) Katrizky, A. R.; Huang, T.-B.; Voronkov, M. V.; Wang, M.; Kolb, H. J. Org. Chem. 2000, 65, 8819. (h) Simoni, D.; Rondanin, R.; Furnò, G.; Aiello, E.; Invidiata, F. P. Tetrahedron Lett. 2000, 41, 2699.
53. For other related preparations of pyrroles, see: (a) Ranu, B. C.; Dey, S. S. Tetrahedron Lett. 2003, 44, 2865. (b) Ranu, B. C.; Hajra, A. Tetrahedron 2001, 57, 4767. (c) Lagu, B.; Pan, M.; Wachter, M. P. Tetrahedron Lett. 2001, 42, 6027. (d) Bullington, J. L.; Wolff, R. R.; Jackson, P. F. J. Org. Chem. 2002, 67, 9439. (e) Quiclet-Sire, B.; Wendeborn, F.; Zard, S. Z. Chem. Commun. 2002, 2214. (f) Aelterman, W.; De Kimpe, N.; Tyvorskii, V.; Kulinkovich, O. J. Org. Chem. 2001, 66, 53-58. (g) Katrizky, A. R.; Huang, T.-B.; Voronkov, M. V.; Wang, M.; Kolb, H. J. Org. Chem. 2000, 65, 8819. (h) Simoni, D.; Rondanin, R.; Furnò, G.; Aiello, E.; Invidiata, F. P. Tetrahedron Lett. 2000, 41, 2699.
54. For other related preparations of pyrroles, see: (a) Ranu, B. C.; Dey, S. S. Tetrahedron Lett. 2003, 44, 2865. (b) Ranu, B. C.; Hajra, A. Tetrahedron 2001, 57, 4767. (c) Lagu, B.; Pan, M.; Wachter, M. P. Tetrahedron Lett. 2001, 42, 6027. (d) Bullington, J. L.; Wolff, R. R.; Jackson, P. F. J. Org. Chem. 2002, 67, 9439. (e) Quiclet-Sire, B.; Wendeborn, F.; Zard, S. Z. Chem. Commun. 2002, 2214. (f) Aelterman, W.; De Kimpe, N.; Tyvorskii, V.; Kulinkovich, O. J. Org. Chem. 2001, 66, 53-58. (g) Katrizky, A. R.; Huang, T.-B.; Voronkov, M. V.; Wang, M.; Kolb, H. J. Org. Chem. 2000, 65, 8819. (h) Simoni, D.; Rondanin, R.; Furnò, G.; Aiello, E.; Invidiata, F. P. Tetrahedron Lett. 2000, 41, 2699.
55. For other related preparations of pyrroles, see: (a) Ranu, B. C.; Dey, S. S. Tetrahedron Lett. 2003, 44, 2865. (b) Ranu, B. C.; Hajra, A. Tetrahedron 2001, 57, 4767. (c) Lagu, B.; Pan, M.; Wachter, M. P. Tetrahedron Lett. 2001, 42, 6027. (d) Bullington, J. L.; Wolff, R. R.; Jackson, P. F. J. Org. Chem. 2002, 67, 9439. (e) Quiclet-Sire, B.; Wendeborn, F.; Zard, S. Z. Chem. Commun. 2002, 2214. (f) Aelterman, W.; De Kimpe, N.; Tyvorskii, V.; Kulinkovich, O. J. Org. Chem. 2001, 66, 53-58. (g) Katrizky, A. R.; Huang, T.-B.; Voronkov, M. V.; Wang, M.; Kolb, H. J. Org. Chem. 2000, 65, 8819. (h) Simoni, D.; Rondanin, R.; Furnò, G.; Aiello, E.; Invidiata, F. P. Tetrahedron Lett. 2000, 41, 2699.
56. For other related preparations of pyrroles, see: (a) Ranu, B. C.; Dey, S. S. Tetrahedron Lett. 2003, 44, 2865. (b) Ranu, B. C.; Hajra, A. Tetrahedron 2001, 57, 4767. (c) Lagu, B.; Pan, M.; Wachter, M. P. Tetrahedron Lett. 2001, 42, 6027. (d) Bullington, J. L.; Wolff, R. R.; Jackson, P. F. J. Org. Chem. 2002, 67, 9439. (e) Quiclet-Sire, B.; Wendeborn, F.; Zard, S. Z. Chem. Commun. 2002, 2214. (f) Aelterman, W.; De Kimpe, N.; Tyvorskii, V.; Kulinkovich, O. J. Org. Chem. 2001, 66, 53-58. (g) Katrizky, A. R.; Huang, T.-B.; Voronkov, M. V.; Wang, M.; Kolb, H. J. Org. Chem. 2000, 65, 8819. (h) Simoni, D.; Rondanin, R.; Furnò, G.; Aiello, E.; Invidiata, F. P. Tetrahedron Lett. 2000, 41, 2699.
57. For other related preparations of pyrroles, see: (a) Ranu, B. C.; Dey, S. S. Tetrahedron Lett. 2003, 44, 2865. (b) Ranu, B. C.; Hajra, A. Tetrahedron 2001, 57, 4767. (c) Lagu, B.; Pan, M.; Wachter, M. P. Tetrahedron Lett. 2001, 42, 6027. (d) Bullington, J. L.; Wolff, R. R.; Jackson, P. F. J. Org. Chem. 2002, 67, 9439. (e) Quiclet-Sire, B.; Wendeborn, F.; Zard, S. Z. Chem. Commun. 2002, 2214. (f) Aelterman, W.; De Kimpe, N.; Tyvorskii, V.; Kulinkovich, O. J. Org. Chem. 2001, 66, 53-58. (g) Katrizky, A. R.; Huang, T.-B.; Voronkov, M. V.; Wang, M.; Kolb, H. J. Org. Chem. 2000, 65, 8819. (h) Simoni, D.; Rondanin, R.; Furnò, G.; Aiello, E.; Invidiata, F. P. Tetrahedron Lett. 2000, 41, 2699.
58. For other related preparations of pyrroles, see: (a) Ranu, B. C.; Dey, S. S. Tetrahedron Lett. 2003, 44, 2865. (b) Ranu, B. C.; Hajra, A. Tetrahedron 2001, 57, 4767. (c) Lagu, B.; Pan, M.; Wachter, M. P. Tetrahedron Lett. 2001, 42, 6027. (d) Bullington, J. L.; Wolff, R. R.; Jackson, P. F. J. Org. Chem. 2002, 67, 9439. (e) Quiclet-Sire, B.; Wendeborn, F.; Zard, S. Z. Chem. Commun. 2002, 2214. (f) Aelterman, W.; De Kimpe, N.; Tyvorskii, V.; Kulinkovich, O. J. Org. Chem. 2001, 66, 53-58. (g) Katrizky, A. R.; Huang, T.-B.; Voronkov, M. V.; Wang, M.; Kolb, H. J. Org. Chem. 2000, 65, 8819. (h) Simoni, D.; Rondanin, R.; Furnò, G.; Aiello, E.; Invidiata, F. P. Tetrahedron Lett. 2000, 41, 2699.
59. For other related preparations of pyrroles, see: (a) Ranu, B. C.; Dey, S. S. Tetrahedron Lett. 2003, 44, 2865. (b) Ranu, B. C.; Hajra, A. Tetrahedron 2001, 57, 4767. (c) Lagu, B.; Pan, M.; Wachter, M. P. Tetrahedron Lett. 2001, 42, 6027. (d) Bullington, J. L.; Wolff, R. R.; Jackson, P. F. J. Org. Chem. 2002, 67, 9439. (e) Quiclet-Sire, B.; Wendeborn, F.; Zard, S. Z. Chem. Commun. 2002, 2214. (f) Aelterman, W.; De Kimpe, N.; Tyvorskii, V.; Kulinkovich, O. J. Org. Chem. 2001, 66, 53-58. (g) Katrizky, A. R.; Huang, T.-B.; Voronkov, M. V.; Wang, M.; Kolb, H. J. Org. Chem. 2000, 65, 8819. (h) Simoni, D.; Rondanin, R.; Furnò, G.; Aiello, E.; Invidiata, F. P. Tetrahedron Lett. 2000, 41, 2699.
60. For some examples, see: (a) Molander, G. A.; Cameron, K. O. J. J. Am. Chem. Soc. 1993, 115, 830. (b) Amarnath, V.; Amarnath, K.; Valentine, W. M.; Eng, M. A.; Graham, D. G. Chem. Res. Toxicol. 1995, 8, 234. (c) Xu, G.; Sayre, L. M. Chem. Res. Toxicol. 1999, 12, 862.
61. For some examples, see: (a) Molander, G. A.; Cameron, K. O. J. J. Am. Chem. Soc. 1993, 115, 830. (b) Amarnath, V.; Amarnath, K.; Valentine, W. M.; Eng, M. A.; Graham, D. G. Chem. Res. Toxicol. 1995, 8, 234. (c) Xu, G.; Sayre, L. M. Chem. Res. Toxicol. 1999, 12, 862.
62. For some examples, see: (a) Molander, G. A.; Cameron, K. O. J. J. Am. Chem. Soc. 1993, 115, 830. (b) Amarnath, V.; Amarnath, K.; Valentine, W. M.; Eng, M. A.; Graham, D. G. Chem. Res. Toxicol. 1995, 8, 234. (c) Xu, G.; Sayre, L. M. Chem. Res. Toxicol. 1999, 12, 862.
63. 4 were screened in addition to p-TsOH.