An efficient oxidation of sulfides to sulfones using 2-methylpropanal and dioxygen

Tetrahedron Letters

Volumn 37, Issue 19, 1996, Pages 3367-3370

  Khanna, Vibha ^a   Maikap, Golak C ^a   Iqbal, Javed ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY KANPUR   (India)

Author keywords

[No Author keywords available]

Indexed keywords

SULFONE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS; TECHNIQUE;

EID: 0029879484     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00548-5     Document Type: Article

References (15)

1. a) Stephenson, B.; Solladie, G.; Mosher, H. S. J. Am. Chem. Soc 1972, 94, 4184.
2. b) Anderson, P. H.; Stephenson, B.; Mosher, H. S. J. Am. Chem. Soc. 1974, 96, 3171.
3. a) For a review on the synthetic uses of β-ketosulfoxides, sulfones and sulfides, see Trost, B. M. Chem. Rev., 1978, 78, 363.
4. b) For a review on asymmetric synthesis with chiral sulfoxides, see Solladie, G. Synthesis 1981, 185.
5. c) Solladie, G. Chimia 1984, 38, 233.
6. a) Solladie, G.; Demailly, G and Greck, C; Tetrahedron Lett., 1985, 26, 435.
7. b) idem. J. Org. Chem. 1985, 50, 1552.
8. c) Solladie, G.; Collobert, F.; Ruiz, P.; Hamdouchi, C.; Carreno, M. C. and Garcia Ruana, J.-L. Tetrahedron, 1991, 32, 3695.
9. d) Solladie, G and Ghiatou, N. Tetrahedron Lett., 1992, 33, 1605.
10. a) Patai, S.; Rappoport, H.; Sterling, J. J. The Chemistry of Sulfones and Sulphoxides; Wiley: New York, 1988, pp.233-378, pp.235-255.
11. b) Oae, S; in The Organic Chemistry of Sulfur, Plenum: New York, 1977, pp. 385.
12. Cobalt salophen is a complex of cobalt(II) derived from the Schiffs base of salicylaldehyde and o-phenylenediamine and cobalt(II) chloride.
13. For related metal catalysed oxidations see : a) Mastorolli, P. and Nobile C. F. ; Tetrahedron Lett., 1994, 35, 4193.
14. b) Vincent, S. ; Lion, C. ; Heyatullah, M. ; Challier, A ; Delmas, G. ; Magnud-G. Phosphorous, Sulfur, Silicon and Related Elements, 1994, 92, 1-4, 189.
15. c) Imigawa, K. ; Nagata, T.; Yamada, T. and Mukaiyama, T. Chem. Lett., 1995, 335.