New Heteropolyacids as Catalysts for the Selective Oxidation of Sulfides to Sulfoxides with Hydrogen Peroxide

Abstract

Pyridinium salts of Keggin-type molybdovanadophosphates proved to be highly active catalysts for the hydrogen peroxide oxidation of sulfides to the corresponding sulfoxide and sulfone derivatives. High conversion and high selectivity for sulfoxide were observed.

Key words

sulfides - sulfoxides - oxidation - hydrogen peroxide - Keggin-type molybdovanadophosphate pyridinium salts

References

• 1 Trost BM. Chem. Rev.  1978,  78:  363 
• 2 Kar G. Saikia A. Bora U. Dehury S. Chaudhuri M. Tetrahedron Lett.  2003,  44:  4503 
• 3 Varma R. Sain R. Meshram H. Tetrahedron Lett.  1997,  38:  6525 ; and references cited therein
• 4 Tajbakhsh M. Hosseinzadeh R. Shakoori A. Tetrahedron Lett.  2004,  45:  1889 ; and references cited therein
• 5 Barton D. Li W. Smith J. Tetrahedron Lett.  1998,  39:  7055 
• 6 Iwahana T. Sakaguchi S. Ishii Y. Tetrahedron Lett.  1998,  39:  9059 
• 7 Bonadies F. De Angelis F. Locati L. Scettri A. Tetrahedron Lett.  1996,  37:  7129 
• 8 Martin S. Rossi L. Tetrahedron Lett.  2001,  41:  7147 
• 9 Suarez A. Rossi L. Martin S. Tetrahedron Lett.  1995,  36:  1201 
• 10 Xu W. Li Y. Zhang Q. Zhu H. Synthesis  2004,  227 
• 11 Gunaratne H. McKervey M. Feutren S. Finlay J. Boyd J. Tetrahedron Lett.  1998,  39:  5655 
• 12 Matteucci M. Bhalay G. Bradley M. Org. Lett.  2003,  5:  235 
• 13 Palucki M. Hanson P. Jacobsen E. Tetrahedron Lett.  1992,  33:  7111 
• 14 Saito B. Katsuki T. Tetrahedron Lett.  2001,  42:  3873 
• 15 Kim KS. Hwang H. Cheong C. Hahn C. Tetrahedron Lett.  1990,  31:  2893 
• 16 Oae S. Watanabe Y. Fujimori K. Tetrahedron Lett.  1983,  24:  5903 
• 17 Vázquez P. Blanco M. Cáceres C. Catal. Lett.  1999,  60:  205 
• 18 Villabrille P. Romanelli G. Vázquez P. Cáceres C. Appl. Catal., A, in press
• 19 Davis M. Dillon C. Holles J. Labinger J. Angew. Chem. Int. Ed.  2002,  41:  858