Catalytic Conversion of Sulfides to Sulfoxides by the [PZnMo 2W9O39]5- Polyoxometalate

Chemistry Letters

Volumn 32, Issue 11, 2003, Pages 1066-1067

  Yadollahi, Bahram ^a  

^a INSTITUTE FOR ADVANCED STUDIES IN BASIC SCIENCES IASBS   (Iran)

Author keywords

[No Author keywords available]

Indexed keywords

ACETONITRILE; HYDROGEN PEROXIDE; MOLYBDENUM COMPLEX; OXIDIZING AGENT; SULFIDE; SULFOXIDE; TUNGSTEN DERIVATIVE; ZINC DERIVATIVE;

ARTICLE; CATALYSIS; OXIDATION; QUANTUM YIELD;

EID: 0842306978     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2003.1066     Document Type: Article

References (32)

1. This paper dedicated to: Prof. Mohammad Hosein Habibi and Prof. Shahram Tangestaninejad.
2. M. Hudlicky, in "Oxidation in Organic Chemistry," ACS Monograph Ser. 186, American Chemical Society, Washington DC (1990), pp 252-261 and references cited therein.
3. J. Drabowski, P. Kielbasinski, and M. Mikolajczyk, in "Synthesis of Sulfoxides," Wiley, New York (1994).
4. a) G. J. Hollingworth, in "Comprehensive Organic Functional Group Transformations," ed. by A. R. Katritzky, O. Meth-Cohn, C. W. Rees, and G. Pattenden, Elsevier, Oxford (1995), Vol. 2, pp 144-156.
5. b) In "The Synthesis of Sulphones, Sulphoxides and Cyclic Sulphides," ed. by S. Patai and Z. Rappoport, Wiley, New York (1994).
6. c) J. March, in "Advanced Organic Chemistry," 4th ed., Wiley, New York (1992).
7. a) R. S. Varma, R. K. Saini, and H. M. Meshram, Tetrahedron Lett., 38, 6525 (1997).
8. b) G. W. Gokel, H. M. Gerdes, and D. M. Dishong, J. Org. Chem., 45, 3634 (1980).
9. c) B. M. Trost and D. P. Curran, Tetrahedron Lett., 22, 1287 (1981).
10. d) J. M. Khurana, A. K. Panda, A. Ray, and A. Gogia, Org. Prep. Proced., 28, 234 (1996).
11. e) A. Mckillop and J. A. Tarbin, Tetrahedron Lett., 24, 1505 (1983).
12. f) C. G. Venier, T. G. Squires, Y.-Y. Chen, G. P. Hussmann, J. C. Shei, and B. F. Smith, J. Org. Chem., 47, 3773 (1982).
13. g) W. Adam and L. Hadjiarapoglou, Tetrahedron Lett., 33, 469 (1992).
14. h) G. W. Berton, J. D. Fields, and P. J. Kropp, Tetrahedron Lett., 36, 3825 (1995).
15. a) S. M. Bonesi and A. Albini, J. Org. Chem., 65, 4532 (2000).
16. b) D. Madhavan and K. Pitchumani, Tetrahedron, 57, 8391 (2001).
17. a) M. M. Dell'Anna, P. Mastrorilli, and C. F. Nobile, J. Mol. Catal., 108, 57 (1996).
18. b) V. Khanna, G. C. Maikap, and J. Iqbal, Tetrahedron Lett., 37, 3367 (1996).
19. a) Y. Ishii, H. Tanaka, and Y. Nishiyama, Chem. Lett., 1994, 1.
20. b) K. Sato, M. Hyodo, M. Aoki, X.-Q. Zheng, and R. Noyori, Tetrahedron, 57, 2469 (2001) and references cited therein.
21. S. Tangestaninejad and B. Yadollahi, Chem. Lett., 1998, 512.
22. a) M. T. Pope, "Heteropoly and Isopoly Oxometalates," Springer-Verlag, Berlin (1983).
23. b) M. T. Pope and A. Muller, Angew. Chem., Int. Ed. Engl., 30, 34 (1991).
24. c) C. L. Hill and C. M. Prosser-McCartha, Coord. Chem. Rev., 143, 407 (1995).
25. d) C. L. Hill, Chem. Rev., 98, 1 (1998).
26. e) I. V. Kozhevnikov, Chem. Rev., 98, 171 (1998).
27. f) N. Mizuno and M. Misono, J. Mol. Catal., 64, 1 (1990).
28. S. Yamazaki, Bull. Chem. Soc. Jpn., 69, 2955 (1996).
29. O. Bortolini, F. Di Furia, G. Modena, and R. Seraglia, J. Org. Chem., 50, 2688 (1985).
30. a) J. M. Fraile, J. I. Garcia, B. Lazaro, and J. A. Mayoral, Chem. Commun., 1998, 1807.
31. b) D. J. Robinson, L. Davies, N. McGuire, D. F. Lee, P. McMorn, D. J. Willock, G. W. Watson, P. C. Bulman Page, D. Bethell, and G. Hutchings, Phys. Chem. Chem. Phys., 2, 1523 (2000).
32. 2. The progress of reaction monitored by TLC. After the time reported in the table, the sulfoxide were purified by flash chromatography over silica gel and fully characterized.