Microwave induced bismuth trichloride catalysed Beckmann rearrangement of oximes

Synthetic Communications

Volumn 30, Issue 12, 2000, Pages 2105-2111

  Thakur, Ashim J ^a   Boruah, Anima ^a   Prajapati, Dipak ^a   Sandhu, Jagir S ^a  

^a REGIONAL RESEARCH LABORATORY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ALUMINUM; BENTONITE; CHLORIDE; IMIDAZOLE DERIVATIVE; OXIME; POLYPHOSPHATE;

ARTICLE; CATALYSIS; CHEMICAL REACTION; INFRARED SPECTROMETRY; IRRADIATION; MICROWAVE RADIATION; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOSPECIFICITY; SYNTHESIS;

EID: 0034033769     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397910008087389     Document Type: Article

References (19)

1. Donaruma, L.G.; Heldt, W. Z.; Org. Reactions, 1960, 11, 1;
2. Gawley, R.E.; Org. Reactions, 1988, 35, 1.
3. Krow, G.R.; Tetrahedron Lett., 1981, 37, 1283.
4. Craig, D. in Comprehensive Organic Synthesis, Trost, B.M.; Fleming, I.; Eds. Vol. 7, p-689.
5. Maruoka, K.; Miyazaki, T.; Ando, M.; Matsumura, Y.; Sakane, S.; Hattori, K. and Yamamoto, H. J. Am. Chem. Soc., 1983, 105, 2831.
6. Alvarez, C.; Cano, A. C.; Rivera, V. and Marquez, C. Syn. Commun., 1987, 17, 279.
7. Akimoto, H.; Kawai, A.; Hashimoto, N. and Nomura, H. Chem. Pharm. Bull., 1984, 32, 2565.
8. Baruah, B.; Boruah, A.; Prajapati, D. and Sandhu, J.S. Tetrahedron Letters, 1997, 38, 1449.;
9. Borah, H. N.; Prajapati. D.; Sandhu, J.S. and Ghosh, A.C. Tetrahedron Letters, 1994, 35, 3167.
10. The use of microwave energy to activate organic reactions has been taking a new dimension very recently. For a most recent report see: Majdoub, M.; Loupy, A.; Peter, A.; Roudesli, M.S., Tetrahedron, 1996, 52, 617;
11. For recent reviews see: Caddick, S.. Tetrahedron, 1995, 51, 10453;
12. Mingos, D.M.; and Baghurst, D.R., Chem. Soc. Rev., 1991, 20, 1-47;
13. Raner, K.D.; Strauss, C.R.; Trainor, R.W. and Thorn, J.S., J. Org. Chem., 1995, 60, 2456.
14. Bismuth trichloride and tetrahydrofuran used were of commercial grade and procured from Central Drug House (Pvt.) Ltd., New Delhi 110002.
15. Fujita, S.; Koyama, K.; Inagaki, Y.; Synthesis, 1982, 68.
16. (a) Dictionary of Organic Compounds, 4th ed. E&FN, Spam, London, 1965.
17. (b) Vogel's Textbook of Practical Organic Chemistry, Fifth Edn. 1989.
18. (a) Wallach, O. Ann., 1906, 346, 252.
19. (b) Hester, J.B. Jr. J.Org.Chem., 1970, 35, 875.