Novel salicylaldehyde-based mineral-supported expeditious synthesis of benzoxazin-2-ones

Journal of Organic Chemistry

Volumn 69, Issue 23, 2004, Pages 8118-8120

  Yadav, Lal Dhar S ^a   Kapoor, Ritu ^a  

^a UNIVERSITY OF ALLAHABAD   (India)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL BONDS; HYDRAZINE; IRRADIATION; ISOMERIZATION; MICROWAVES; SOLVENTS; SYNTHESIS (CHEMICAL);

CYCLOISOMERIZATION; DEHYDRAZINATION; MICROWAVE IRRADIATION;

BENZENE;

2 HYDROXYACETOPHENONE; 2 HYDROXYACETOPHENONE HYDRAZONE DERIVATIVE; 3,4 DIHYDRO 3 ALKYL 2H BENZ[E] 1,3 OXAZIN 2 ONE; 3,4 DIHYDRO 3 ALKYL 4 HYDRAZINO 2H BENZ[E] 1,3 OXAZIN 2 ONE; 3,4 DIHYDRO 3 ARYL 2H BENZ[E] 1,3 OXAZIN 2 ONE; 3,4 DIHYDRO 3 ARYL 4 HYDRAZINO 2H BENZ[E] 1,3 OXAZIN 2 ONE; 3,4 DIHYDRO 3 PHENYL 2H BENZ[E] 1,3 OXAZIN 2 ONE; 3,4 DIHYDRO 4 HYDRAZINO 3 PHENYL 2H BENZ[E] 1,3 OXAZIN 2 ONE; 4 ALKYLSEMICARBAZIDE; 4 ALKYLSEMICARBAZONE; 4 ARYLSEMICARBAZIDE; 4 ARYLSEMICARBAZONE; ALKYLUREA; ARYLUREA; BENZENE DERIVATIVE; BENZOXAZINE DERIVATIVE; HYDRAZINE DERIVATIVE; MONTMORILLONITE; SALICYLALDEHYDE; SEMICARBAZIDE DERIVATIVE; SEMICARBAZONE DERIVATIVE; UNCLASSIFIED DRUG; UREA DERIVATIVE;

ARTICLE; CHEMICAL REACTION; DRUG STRUCTURE; DRUG SYNTHESIS; ISOMERIZATION; MICROWAVE IRRADIATION;

ALDEHYDES; BENZOXAZINES; CATALYSIS; HYDRAZONES; INDICATORS AND REAGENTS; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; PHARMACEUTICAL PREPARATIONS;

EID: 8644226045     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0492315     Document Type: Article

References (27)

1. Patel, M.; Ko, S. S.; McHugh, R. J., Jr.; Markwalder, J. A.; Srivastava, A. S.; Cordova, B. C.; Habe, R. M.; Erickson-Viitanen, S.; Trainor; G. L.; Seitz S. P. Bioorg. Med. Chem. Lett. 1999, 9, 2805-2810.
2. Patel, M.; McHugh, R. J., Jr.; Cordova, B. C.; Klabe, R. M.; Erickson-Viitanen, S.; Trainor, G. L.; Koo, S. S. Bioorg. Med. Chem. Lett. 1999, 9, 3221-3226.
3. Waxman, L.; Darke, P. L. Antivir. Chem. Chemother. 2000, 11, 1-6.
4. Klasek, A.; Koristek, K.; Polis, J.; Kosmrlj, J. Tetrahedron 2000, 56, 1551-1560.
5. Girgis, A. S. Pharmazie 2000, 426-430.
6. Mindl, J.; Hrabik, O.; Sterba, V.; Kavalek, J. Collect. Czech. Chem. Commun. 2000, 65, 1262-1272.
7. Caddick, S. Tetrahedron 1995, 51, 10403-10432.
8. Loupy, A.; Petit, A.; Hamelin, J.; Texier-Bouller, F.; Jacquault, P.; Mathe, D. Synthesis 1998, 1213-1234.
9. Varma, R. S. Green Chem. 1999, 1, 43-55.
10. Lidstrom, P.; Tierney, J.; Wathey, B.; Westman, J. Tetrahedron 2001, 57, 9225-9283.
11. Ferreux, L.; Loupy, A. Tetrahedron 2001, 57, 9199-9223.
12. Balogh, M.; Laszlo, P. Organic Chemistry Using Clays; Springer: Berlin, 1993.
13. Chisem, J.; Chisem, I. C.; Rafelt, J. S.; Macquarrie, D. J.; Clark, J. H. Chem. Commun. 1997, 2203-2204.
14. Meshram, H. M.; Shekhar, K. C.; Ganesh, Y. S. S.; Yadav, J. S. Synlett 2000, 1273-1275.
15. Yadav, L. D. S.; Singh, A. Tetrahedron Lett. 2003, 44, 5637-5640.
16. Yadav, L. D. S.; Dubey, S.; Yadav. B. S. Tetrahedron 2003, 59, 5411-5415.
17. Yadav, L. D. S.; Kapoor, R. Tetrahedron Lett. 2003, 44, 8951-8954.
18. Yadav, L. D. S.; Singh, S. Synthesis 2003, 63-66.
19. O'Callaghan, C. N.; McMurry, T. B. M. J. Chem. Res., Synop. 1997, 78-79. (M) 0643-0649.
20. Bagnell, L.; Cablewski, T.; Strauss, C. R.; Trainor, R. W. J. Org. Chem. 1996, 61, 7355-7359.
21. Varma, R. S.; Kumar, D.; Liesen, P. J. J. Chem. Soc., Perkin Trans, 1 1998, 4093-4096.
22. Bandgar, B. P.; Uppalla, L. S.; Kurule, D. S. Green Chem. 1999, 1, 243-245.
23. Varma, R. S.; Dahiya, R. J. Org. Chem. 1998, 63, 8038-8041.
24. Yadav, L. D. S.; Saigal, S.; Pal, D. R. J. Chem. Res., Synop. 1998, 307.
25. An unmodified domestic microwave oven (operating at 2450 MHz) was used at an output of 560 W for all of the experiments.
26. Mannen, S.; Itano, H. A. Tetrahedron 1973, 29, 3497-3502.
27. Chattaway, F. D. J. Chem. Soc. 1907, 1323-1330.