Heterogeneous swern oxidation. Selective oxidation of alcohols by DMSO/SiO2-Cl system

Phosphorus, Sulfur and Silicon and the Related Elements

Volumn 178, Issue 1, 2003, Pages 149-153

  Firouzabadi, H ^a   Hassani, H ^a   Hazarkhani, H ^a  

^a SHIRAZ UNIVERSITY   (Iran)

Author keywords

Alcohols; Carbonyl compound; Dimethyl sulfoxide; Oxidation; Silica chloride; Swern oxidation

Indexed keywords

BENZYL ALCOHOL DERIVATIVE; CARBONYL DERIVATIVE; DIMETHYL SULFOXIDE; METHYL CHLORIDE; METHYL GROUP; SILICON DERIVATIVE; SILICON DIOXIDE;

ARTICLE; OXIDATION; SWERN OXIDATION; TEMPERATURE;

EID: 0037249247     PISSN: 10426507     EISSN: None     Source Type: Journal    
DOI: 10.1080/10426500307777     Document Type: Article

References (19)

1. a) T. T. Tidwell, Synthesis, 857 (1990);
2. b) A. J. Mancuso and D. Swern, Synthesis, 165 (1981).
3. a) K. E. Pfitzner and J. G. Moffatt, J. Am. Chem. Soc., 85, 3027 (1963);
4. b) K. E. Pfitzner and J. G. Moffatt, J. Am. Chem. Soc., 87, 5661 (1965).
5. a) A. J. Mancuso, S. L. Huang, and D. Swern, J. Org. Chem., 43, 2480 (1978);
6. b) A. J. Mancuso, D. S. Brownfain, and D. Swern, J. Org. Chem., 44, 4148 (1979).
7. K. Omura and D. Swern, Tetrahedron, 34, 1651 (1978).
8. a) S. L. Huang, K. Omura, and D. Swern, Synthesis, 297 (1978);
9. b) K. Omura, A. K. Sharma, and D. Swern, J. Org. Chem., 41, 957 (1976).
10. J. R. Parikh, W. Von, and E. Doering, J. Am. Chem. Soc., 89, 5505 (1972).
11. J. D. Albright and L. Goldman, J. Am. Chem. Soc., 87, 4214 (1965).
12. J. D. Albright and L. Goldman, J. Am. Chem. Soc., 89, 2416 (1967).
13. a) Y. Kamitori, M. Hojo, R. Masuda, T. Kimura, and T. Yoshida, J. Org. Chem., 51, 1427 (1986);
14. b) F. Mohanazadeh, A. R. Momeni, and Y. Ranjbar, Tetrahedron Lett., 35, 6127 (1994).
15. a) H. Firouzabadi, N. Iranpoor, B. Karimi, and H. Hazarkhani, Synlett., 263 (2000);
16. b) H. Firouzabadi, N. Iranpoor, and H. Hazarkhani, Phosphorus, Sulfur, and Silicon, 176, 1 (2001);
17. c) H. Firouzabadi, N. Iranpoor, H. Hazarkhani, and B. Karimi, Synth. Commun. (in press);
18. d) H. Firouzabadi, N. Iranpoor, and H. Hazarkhani, Phosphorus, Sulfur, and Silicon (in press);
19. e) H. Firouzabadi, N. Iranpoor, H. Hazarkhani, and B. Karimi, J. Org. Chem., 67, 2572 (2002).