Simple Synthesis of Substituted Pyrroles

Journal of Organic Chemistry

Volumn 69, Issue 1, 2004, Pages 213-216

  Banik, Bimal K ^a   Samajdar, Susanta ^a   Banik, Indrani ^a  

^a UNIVERSITY OF TEXAS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINES; CATALYSIS; CLAY; SOLVENTS; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL);

AROMATIC AMINES; PYRROLES;

AROMATIC COMPOUNDS;

AROMATIC AMINE; CARBAZOLE DERIVATIVE; IODINE; MONTMORILLONITE; PYRROLE DERIVATIVE; SOLVENT;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYST; INFRARED SPECTROSCOPY; LIQUID; MOLECULAR BIOLOGY; PROTON NUCLEAR MAGNETIC RESONANCE; ROOM TEMPERATURE; SYNTHESIS; TANDEM MASS SPECTROMETRY; THIN LAYER CHROMATOGRAPHY;

PYRROLES;

EID: 0347991827     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo035200i     Document Type: Article

References (39)

1. For some biologically active pyrroles, see: (a) Lainton, J. A. H.; Hoffman, J. W.; Martin, B. R.; Compton, D. R. Tetrahedron Lett. 1995, 36, 1401.
2. (b) De Leon, C. Y.; Ganem, B. Tetrahedron 1997, 53, 7731.
3. Gilchrist, T. L. J. Chem. Soc., Perkin Trans. 1 1998, 615 and references therein.
4. Dieter, R. K.; Yu, H. Org. Lett. 2000, 2, 2283.
5. Iwasawa, N.; Maeyama, K.; Saitou, M. J. Am. Chem. Soc. 1997, 119, 1486.
6. Furstner, A.; Weintritt, H.; Hupperts, A. J. Org. Chem. 1995, 60, 6637.
7. Katritzky, A.; Jiang, J.; Steel, P. J. J. Org. Chem. 1994, 59, 4551.
8. Arcadi, A.; Rossi, E. Tetrahedron 1998, 54, 15253.
9. (b) Periasamy, M.; Srinivas, G.; Bharati, P. J. Org. Chem. 1999, 64, 4204 and references therein.
10. Cooney J. V.; McEwen, W. E. J. Org. Chem., 1981, 46, 2570.
11. Ruault, P.; Pilard, J.-F.; Touaux, B.; Boullet, F. T.; Hamelin, J. Synlett 1994, 935.
12. Danks, T. N. Tetrahedron Lett. 1999, 40, 3957.
13. (a) Becker, F. F.; Banik, B. K. Polycyclic Bioorg. Med. Chem. Lett. 1998, 8, 2877.
14. (b) Becker, F. F.; Mukhopadhyay, C.; Hackfeld, L.; Banik, I.; Banik, B. K. Bioorg. Med. Chem. 2000, 8, 2693.
15. (c) Banik, B. K.; Becker, F. F. Bioorg. Med. Chem. 2001, 9, 593.
16. (d) Banik, B. K.; Becker, F. F. Curr. Med. Chem. 2001, 8, 1513.
17. (e) Banik, I.; Becker, F. F.; Banik, B. K. J. Med. Chem. 2003, 46,
18. Also see: (a) Becker, F. F.; Banik, B. K. US Patent 6,015,811, 2000.
19. (b) Becker, F. F.; Banik, B. K. US Patent 6,184,224, 2001.
20. (c) Becker, F. F.; Banik, B. K. US Patent 6,362,200, 2002.
21. (a) Mukhopadhya, C.; Becker, F. F.; Banik, B. K. J. Chem. Res. 2001, 1, 28.
22. (b) Samajdar, S.; Basu, M. K.; Becker, F. F.; Banik, B. K. Tetrahedron Lett. 2001, 42, 4425.
23. (c) Basu, M. K.; Samajdar, S.; Becker, F. F.; Banik, B. K. Synlett 2002, 319.
24. Samajdar, S.; Becker, F. F.; Banik, B. K. Tetrahedron Lett. 2000, 41, 8017.
25. Frazier, R. H., Jr.; Harlow, R. L. J. Org. Chem. 1980, 45, 5408.
26. (a) Katritzky, A. R.; Wang, Z. J. Heterocycl. Chem. 1988, 25, 671.
27. (b) Dimmock, J. R.; Pandeya, S. N.; Puthucode, R. N.; Quail, J. W. J. Hetrocycl. Chem. 1994, 31, 1125.
28. We have been actively engaged in devising synthetic methods that are practical or ecologically friendly. For example, see: (a) Banik, B. K.; Suhendra, M.; Banik, I.; Becker, F. F. Synth. Commun. 2000, 30, 3745.
29. (b) Banik, B. K.; Banik, I.; Hackfeld, L.; Becker, F. F. Heterocycles 2001, 56, 467.
30. (c) Banik, B. K.; Hackfeld, L.; Becker, F. F. Synth. Commun. 2001, 31, 129.
31. (d) Samajdar, S.; Becker, F. F.; Banik, B. K. Synth. Commun. 2001, 31, 2691.
32. (e) Mukhopadhyay, C.; Becker, F. F.; Banik, B. K. Synth. Commun. 2001, 31, 2399.
33. (f) Dasgupta, S. K.; Banik, B. K. Tetrahedron Lett. 2002, 43, 9445.
34. (g) Banik, B. K.; Samajdar, S.; Banik, I. Tetrahedron Lett. 2003, 44, 1699.
35. (h) Srivastava, N.; Banik, B. K. J. Org. Chem. 2003, 68, 2109.
36. (i) Banik, B. K.; Banik, I.; Becker, F. F. Org. Synth. 2003, in press.
37. One of the authors, B.K.B., was involved in the study of iodine-catalyzed reactions. For examples, see: (a) Banik, B. K.; Manhas, M. S.; Bose, A. K. J. Org. Chem. 1994, 59, 4714 .
38. (b) Banik, B. K.; Manhas, M. S.; Bose, A. K. Tetrahedron Lett. 1997, 38, 5077.
39. (c) Banik, B. K.; Zegrocka, O., Manhas, M. S.; Bose, A. K. Heterocycles 1997, 27, 173.