One-Pot Synthesis of 3-Substituted Isoxazoles from Phenyl Vinylic Selenide

Synthesis

Volumn , Issue 18, 2003, Pages 2763-2764

  Sheng, Shou Ri ^a   Liu, Xiao Ling ^a   Xu, Qu ^a   Song, Cai Sheng ^a  

^a JIANGXI NORMAL UNIVERSITY   (China)

Author keywords

1,3 dipolar cycloaddition; Isoxazoles; Oxidation elimination; Phenyl vinylic selenide

Indexed keywords

ADDITION REACTIONS; AROMATIC COMPOUNDS; OXIDATION;

CYCLOADDITION;

SYNTHESIS (CHEMICAL);

3 (2 FURYL)ISOXAZOLE; 3 (4 FLUOROPHENYL)ISOXAZOLE; ISOXAZOLE DERIVATIVE; PHENYL VINYLIC SELENIDE; UNCLASSIFIED DRUG; VINYL DERIVATIVE;

ADDITION REACTION; ARTICLE; ELIMINATION REACTION; OXIDATION; SUBSTITUTION REACTION;

EID: 0346690014     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2003-44354     Document Type: Article

References (24)

1. (a) Dominguez, E.; Ibeus, E.; Matrinez de Margorta, E.; Palacious, J. K. ; San Marka, E. J. Org. Chem. 1996, 61, 5435.
2. (b) Buron, C.; Kairon, L. E.; Hslu, A. Tetrahedron Lett. 1997, 38, 8027.
3. (c) Grunanger, P.; Vitafinzi, P. Isoxazoles in the Chemistry of Heterocylic Compounds, Vol. 1, Part I; Talyor, E. C., Ed.; Wiley Interscience: New York, 1991, 1-46.
4. (a) Micetich, R. G. Can. J. Chem. 1970, 48, 467.
5. (b) Wade, P.; Amin, N. V.; Yen, H.; Price, D. T.; Huhn, G. F. J. Org. Chem. 1984, 49, 4595.
6. (c) Nunno, L. D.; Scilimati, A. Tetrahedron 1987, 43, 2181.
7. (d) Cadogan, J. I. G.; Cameron, D. K.; Gosney, I.; Tinley, E. J.; Wyse, S. J.; Amaro, A. J. Chem. Soc., Perkin Trans. 1 1991, 2081.
8. Samuilov, Y. D.; Soloveva, S. E.; Konovalov, A. I.; Mannafov, T. G. Zh. Org. Khim. 1979, 15, 243.
9. (a) Kauffmann, T.; Ahlers, H.; Echsler, K.-J.; Schulz, H.; Tilhard, H.-J. Chem. Ber. 1985, 118, 4496.
10. (b) Pearson, W. H.; Stevens, E. P. J. Org. Chem. 1998, 63, 9812.
11. (c) Pearson, W. H.; Szura, D. P.; Postich, M. J. J. Am. Chem. Soc. 1992, 114, 1329.
12. (d) Pearson, W. H.; Clark, R. B. Tetrahedron Lett. 1997, 38, 7669.
13. (a) Reich, H. J. Ace. Chem. Res. 1979, 12, 22.
14. (b) Liotta, D. Ace. Chem. Res. 1984, 17, 28.
15. (c) Organoselenium Chemistry; Liotta, D., Ed.; Wiley: New York, 1987.
16. (d) Back, T. G. The Chemistry of Organic Selenium and Tellurium Compounds, Vol. 2; Patai, S., Ed.; Wiley: Chichester, 1987, Chap. 3.
17. (a) Kataev, E. G.; Mannafov, T. G.; Remizov, A. B.; Komarovskaya, D. A. J. Org. Chem. (USSR). 1975, 11, 2363.
18. (b) Kataev, E. G.; Mannafov, T. G.; Berdnikov, E. A.; Komarovskaya, D. A. J. Org. Chem. (USSR). 1973, 9, 1998.
19. Comasseto, J. V. J. Organomet. Chem. 1983, 253, 131.
20. Said, S. B.; Skarewski, J.; Mochowski, J. Synth. Commun. 1992, 22, 1851.
21. Choji, K.; Katsumi, T.; Akira, H. Heterocycles 1994, 37, 1075.
22. Barber, G. N.; Olofson, R. A. J. Org. Chem. 1978, 43, 3015.
23. Bast, K.; Christl, M.; Huisgen, R.; Mack, W.; Sustmann, R. Chem. Ber. 1973, 106, 3258.
24. Maeda, M.; Kojima, M. J. Chem. Soc., Perkin Trans. 1 1977, 239.