Diversity oriented synthesis of fused-ring 1,3-oxazines from carbohydrates as biorenewable feedstocks

Tetrahedron

Volumn 64, Issue 19, 2008, Pages 4246-4253

  Yadav, Lal Dhar S ^a   Srivastava, Vishnu P ^a   Rai, Vijai K ^a   Patel, Rajesh ^a  

^a UNIVERSITY OF ALLAHABAD   (India)

Author keywords

1,3 Oxazines; Carbohydrates; Diversity oriented synthesis; Microwaves; Montmorillonite K 10; Solvent free

Indexed keywords

1,3 OXAZINE DERIVATIVE; ACETAMIDE; AZINO 1,3 OXAZINE DERIVATIVE; AZOLO 1,3 OXAZINE DERIVATIVE; CARBANILAMIDE; CARBOHYDRATE DERIVATIVE; GLUCOSE; HYDROXYLAMINE; MONTMORILLONITE; PHENYLHYDRAZINE; PYRAN; SOLVENT; UNCLASSIFIED DRUG; XYLOSE;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; CLAY; CYCLIZATION; MICROWAVE IRRADIATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; SYNTHESIS;

EID: 41549129798     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2008.02.084     Document Type: Article

References (31)

1. Fitzmaurice R.J., Etheridge Z.C., Jumel E., Woolfson D.N., and Caddick S. Chem. Commun. (2006) 4814-4816
2. Tan D.S. Nature Chem. Biol. 1 (2005) 74-84
3. Burke M.D., and Schreiber S.L. Angew. Chem., Int. Ed. 43 (2004) 46-58
4. Spring D.R. Org. Biomol. Chem. 1 (2003) 3867-3870
5. Schreiber S.L. Science 287 (2000) 1964-1969
6. Bunin B.A., Plunkett M., and Ellman J.A. Proc. Natl. Acad. Sci. U.S.A. 81 (1994) 4708-4712
7. Corey E.J., and Cheng X.-M. The Logic of Chemical Synthesis (1989), John Wiley and Sons, New York, NY 423
8. Kobayashi M., Kitazawa M., Sotio T., Yamamoto R., and Harada H. Yakugaku Zasshi 104 (1984) 659-679
9. Chem. Abstr. 102 (1985) 6344m
10. Testa E., Fontanella L., Cristiani G., and Gallo G. J. Org. Chem. 24 (1959) 1928-1936
11. Raynaud, G.; Sergant, M.; Douzon, C.; Fauran, C. U.S. 3,821,215, 1974;
12. Chem. Abstr. 82 (1975) 49951r
13. Vrouenraets S.M., Wit W.F., van Tongeren J., and Lange J.M. Expert Opin. Pharmacother. 8 (2007) 851-871
14. Abbas T.R., Cadogan J.I.G., Doyle A.A., Gosney I., Hodgson P.K.G., Howells G.E., Hulme A.N., Parsons S., and Sadler I.H. Tetrahedron Lett. 38 (1997) 4917-4920 and references cited therein
15. Klash A., Koristek K., Polis J., and Kosmrlj J. Tetrahedron 56 (2000) 1551-1560
16. Mindl J., Hrabik O., Sterba V., and Kavalek J. Collect. Czech. Chem. Commun. 65 (2000) 1262-1272
17. Waxman L., and Darke P.L. Antiviral Chem. Chemother. 11 (2000) 1-6
18. Girgis A.S. Pharmazie (2000) 426-430
19. Patel M., Ko S.S., Mc Hugh Jr. R.J., Markwalder J.A., Srivastava A.S., Cordova B.C., Klabe R.M., Erickson-Viitanen S., Trainor G.L., and Seitz S.P. Bioorg. Med. Chem. Lett. 9 (1999) 2805-2810
20. Patel M., Mc Hugh Jr. R.J., Cordova B.C., Klabe R.M., Erickson-Viitanen S., Trainor G.L., and Koo S.S. Bioorg. Med. Chem. Lett. 9 (1999) 3221-3226
21. Thomas K. Tetrahedron 61 (2005) 3091-3096
22. Dijkstra H.P., Gaulon C., Niculescu-Duvaz D., and Springer C.J. Synlett (2006) 1519-1522
23. Yadav L.D.S., Singh S., and Singh A. Tetrahedron Lett. 43 (2002) 8551-8553
24. Yadav L.D.S., Yadav B.S., and Dubey S. Tetrahedron 60 (2004) 131-136
25. Yadav L.D.S., and Kapoor R. J. Org. Chem. 69 (2004) 8118-8120
26. Yadav L.D.S., and Kapoor R. Synlett (2005) 3055-3058
27. Yadav L.D.S., Yadav B.S., and Rai V.K. Tetrahedron Lett. 45 (2004) 5351-5353
28. Yadav L.D.S., and Rai V.K. Tetrahedron Lett. 47 (2006) 395-397
29. Yadav L.D.S., and Rai V.K. Synlett (2007) 1227-1230
30. Yadav L.D.S., Awasthi C., Rai V.K., and Rai A. Tetrahedron Lett. 48 (2007) 4899-4902
31. Yadav L.D.S., Rai A., Rai V.K., and Awasthi C. Synlett (2007) 1905-1908