Synthesis of bioactive heterocycles: One pot regioselective synthesis of pyrano[3,2-f]benzo[b]thiophene derivatives

Tetrahedron

Volumn 55, Issue 5, 1999, Pages 1449-1456

  Majumdar, Krishna C ^a   Biswas, Paritosh ^a  

^a UNIVERSITY OF KALYANI   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID; ACETONE; BENZOIC ACID DERIVATIVE; BENZOTHIOPHENE DERIVATIVE; COUMARIN DERIVATIVE; DISULFIDE; METHANOL; PYRANO[3,2 F]BENZO[B]THIOPHENE DERIVATIVE; SODIUM IODIDE; SULFURIC ACID; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; OXIDATION; PRIORITY JOURNAL; REACTION ANALYSIS; REDUCTION;

EID: 0033613674     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)01124-7     Document Type: Article

References (31)

1. a) Audus, L. J.; Quastel, J. H. Nature 1947, 159, 320;
2. b) Feuer, G. Progress in Medicinal Chemistry, Ellies, G. P.; West, G. B., Eds.; North-Holland Publishing Company: New York, 1974;
3. c) Dean, F. M. Naturally Occurring Oxygen Ring Compounds; Butterworths: London, 1963;
4. d) Deans, A. A. J. Med. Chem. 1983, 26, 580;
5. e) Gordon, M.; Grover, S. H.; Strothers, J. B. Can. J. Chem. 1973, 51, 2092;
6. f) Wenkert, E.; Buckwalter, B. L. J. Am. Chem. Soc. 1972, 94, 4367.
7. a) Wawzoneck, S. Heterocycl. Compd. 1951, 2, 176;
8. b) Staunton, J. In Comprehensive Organic Chemistry; Sammes, P. G., Ed.; Pergamon: Oxford, 1979, Vol. 4, 646.
9. a) Majumdar, K. C.; Khan, A. T.; De, R. N. Synth. Commun. 1988, 18, 1589;
10. b) Majumdar, K. C.; Das, D. P.; Khan, A. T. Synth. Commun. 1988, 18, 2027;
11. c) Majumdar, K. C.; Khan, A. T.; Das, D. P. Synth. Commun. 1989, 19, 917;
12. d) Majumdar, K. C.; De, R. N.; Khan, A. T.; Chattopadhyay, S. K.; Dey, K.; Patra, A. J. Chem. Soc., Chem. Commun. 1988, 777;
13. e) Majumdar, K. C.; De, R. N. J. Chem. Soc., Perkin Trans. 1 1989, 18, 1901;
14. f) Majumdar, K. C.; Choudhury, P. K. Synth. Commun. 1989, 19, 3249.
15. a) Hillard, J. B.; Reddy, K. V.; Majumdar, K. C.; Thyagarajan, B. S. Tetrahedron Lett. 1974, 1999;
16. b) Hillard, J. B.; Reddy, K. V.; Majumdar, K. C.; Thyagarajan, B. S. J. Heterocycl. Chem. 1974, 11, 369;
17. c) Thyagarajan, B. S.; Majumdar, K. C. J. Heterocycl. Chem. 1975, 12, 43;
18. d) Majumdar, K. C.; Chattopadhyay, S. K. J. Chem. Soc., Chem. Commun. 1987, 524.
19. Majumdar, K. C.; Ghosh, S. K. J. Chem. Soc., Perkin Trans. 1 1994, 2889.
20. Majumdar, K. C.; Biswas, P.; Jana, G. H. J. Chem. Res. (S) 1997, 310; (M) 2068-2079.
21. Majumdar, K. C.; Biswas, P.; Jana, G. H. J. Chem. Res. (S) 1997, 310; (M) 2068-2079.
22. Majumdar, K. C.; Biswas, P. Tetrahedron 1998, 54, 11603.
23. a) Majumdar, K. C.; Thyagarajan, B. S. J. Chem. Soc., Chem. Commun. 1972, 83;
24. b) Majumdar, K. C.; Thyagarajan, B. S. Int. J. Sulfur Chem. 1972, 2A, 93.
25. Libermann, D.; Desnoes, A.; Hengl, L. Compt. Rend. 1951, 232, 2027 (Chem. Abstr. 1952, 52, 1542).
26. Libermann, D.; Desnoes, A.; Hengl, L. Compt. Rend. 1951, 232, 2027 (Chem. Abstr. 1952, 52, 1542).
27. 1H-NMR signals were also observed for other compounds 7b-f in the mixtures. As compounds 7a-f have not been fully characterized the structure 7a-f are tentative.
28. Majumdar, K. C.; Thyagarajan, B. S. Int. J. Sulfur Chem. 1972, 2A, 67.
29. Makisumi, Y. Japan Kokai 1972, 73 00,597 (cl. 16E622) (Chem. Abstr. 1973, 78, 72097).
30. Makisumi, Y. Japan Kokai 1972, 73 00,597 (cl. 16E622) (Chem. Abstr. 1973, 78, 72097).
31. Majumdar, K. C.; Thyagarajan, B. S. Int. J. Sulfur Chem. 1972, 2A, 153.