Microwave-assisted transformation of α,β- and β,γ-unsaturated nitroalkenes into carbonyl compounds

Journal of Chemical Research

Volumn , Issue 8, 2006, Pages 481-482

  Das, Deba D ^a   Nayak, Amalendu ^a   Nanda, Bhagabat ^a   Das, Nalin B ^a  

^a CSIR INSTITUTE OF MINERALS AND MATERIALS TECHNOLOGY   (India)

Author keywords

Irradiation; Microwave oven; Tin(II) chloride dihydrate; , unsaturated nitroalkenes; , unsaturated nitroalkenes

Indexed keywords

EID: 33748846397     PISSN: 03082342     EISSN: None     Source Type: Journal    
DOI: 10.3184/030823406778256360     Document Type: Article

References (25)

1. (a) A.G.M. Barrett and G.G. Graboski, Chem. Rev., 1986, 86, 751;
2. (b) T. Keumi, T. Inagaki, N. Nakayama, T. Monta and H. Kitajama, J. Chem. Soc. Chem. Commun., 1987, 1091;
3. (c) G.W. Kabalka, L.H.M. Guindi and R.S. Varma, Tetrahedron, 1990, 43, 7443 and references cited herein.
4. (a) W.E. Noland, Chem. Rev., 1955, 55, 137;
5. (b) A.M. Pagano and H. Schechter, J. Org. Chem., 1970, 35, 295;
6. (c) M.S. Mourad, R.S. Verma and G.W. Kabalka, Synthesis, 1985, 654;
7. (d) R.S. Varma, M. Varma and G.W. Kabalka, Tetrahedron Lett., 1985, 26, 6013;
8. (e) T. Shono, H. Hamaguchi, H. Mikami, H. Nogusa and S. Kashimura, J. Org. Chem., 1983, 48, 2103;
9. (f) R. Ballini and G. Bosica, Synthesis, 1994, 723.
10. (a) D.H.R. Barton, W.B. Motherwell and S.Z. Zard, Tetrahedron Lett., 1983, 24, 5227;
11. (b) R. Tamura, M. Sato and D. Oda, J. Org. Chem., 1986, 51, 4368;
12. (c) N.B. Das, J.C. Sarma, R.P. Sharma and M. Bordoloi, Tetrahedron Lett., 1993, 34, 869.
13. (a) S. Caddick, Tetrahedron, 1995, 51, 10403;
14. (b) S.A. Galema, Chem. Soc. Rev., 1997, 26, 233;
15. (c) A. Loupy and L. Perreux, Tetrahedron, 2001, 57, 9199;
16. (d) P. Lidstrom, J. Tierney, B. Wathey and J. Westman, Tetrahedron, 2001, 57, 9225;
17. (e) N.B. Das, A. Nayak and B. Nanda, J. Chem. Res., 2004, 712.
18. Compounds (2a-d) have been compared with the authentic samples prepared from the corresponding 6-nitro cholest-5-ene see: (a) C.W. Shoppee, R.H. Jenkins and G.H.R. Summers J. Chem. Soc., 1958, 1657;
19. (b) C.W. Shoppee and G.H.R. Summers J. Chem. Soc., 1952, 1786;
20. C.W. Shoppee and G.H.R. Summers J. Chem. Soc., ibid., 1790;
21. (d) Windaus, Ber., 1920, 53, 490;
22. (e) Byron Riegel and R.M. Dodson, J. Org. Chem., 1948, 13, 424.
23. Compounds (3a-d) have been compared with the authentic samples prepared see: P. Yate and S. Stiver, Can. J. Chem., 1987, 65, 2203.
24. Phenyl acetone (5) has been compared with the authentic sample prepared from 2-nitro-1-phenylpropene see: M.S. Mourad, R.S. Varma and G.W. Kabalka, Synthesis, 1985, 654.
25. J.M. Aizpurua, M. Oiarbide and C. Paloma, Tetrahedron Lett., 1987, 28, 5365.