Oxidation of sulfides by 3-hydroperoxy-4,4,5,5-tetramethyl-3-phenyl-1,2-dioxolane: Effect of solvent and sulfide substituent

Heteroatom Chemistry

Volumn 9, Issue 1, 1998, Pages 75-78

  Baumstark, Alfons L ^a   Chen, Ya Xiong ^a   Vasquez, Pedro C ^a   Yang, Yu Chu ^a,b  

^a GEORGIA STATE UNIVERSITY   (United States)

^b U S ARMY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0004765349     PISSN: 10427163     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1098-1071(1998)9:1<75::AID-HC9>3.0.CO;2-1     Document Type: Article

References (10)

1. For reviews see: B. Plesnicar (Chap. 17), R. A. Sheldon (Chapt. 6): in S. Patai (ed): The Chemistry of Peroxides, Wiley, New York (1983).
2. A. L. Baumstark, Y.-X. Chen, A. Rodriguez, J. Heterocyc. Chem. 33, 1966, 1399.
3. For a review see: P. C. Vasquez, A. L. Baumstark: in A. L. Baumstark (ed): Advances in Oxygenated Processes, Vol. 4, Chap. 4, JAI Press (1995).
4. A. L. Baumstark, P. C. Vasquez, J. Org. Chem., 52, 1987, 1939.
5. A. L. Baumstark, P. C. Vasquez, J. Org. Chem., 48, 1983, 65.
6. A. L. Baumstark, P. C. Vasquez, P. Balakrishnan, Tetrahedron Lett., 1985, 2051.
7. For a study of micellar effects on S-oxidation see: R. Bacaloglu, A. Balskó, C. A. Bunton, H. Foroudian, J. Phys. Org. Chem., 5, 1992, 171.
8. -1 with excess 0.01 M reagent at 18°C.
9. For a review see: V. A. Petrov, G. Resnati, Chem. Rev., 96, 1996, 1823.
10. Under the acidic reaction conditions, 5-10% decomposition of hydroxy-1,2-dioxolane 3 was noted. See: A. L. Baumstark, P. C. Vasquez, Y.-X. Chen, J. Org. Chem., 59, 1994, 6692.