Aerobic Oxidation of Sulfides with a Vitamin B2-Derived Organocatalyst
Yasushi Imada*, Itoko Tonomura, Naruyoshi Komiya, Takeshi Naota*
*Department of Chemistry, Graduate School of Engineering
Science, Osaka University, Machikaneyama 1-3, Toyonaka, Osaka 560-8531, Japan, Email:
imada
chem.tokushima-u.ac.jp, naotachem.es.osaka-u.ac.jp
Y. Imada, I. Tonomura, N. Komiya, T. Naota, Synlett, 2013, 24, 1679-1682.
DOI: 10.1055/s-0033-1339276
Abstract
5-Ethyl-3-methyl-2′,4′:3′,5′-di-O-methylenedioxy-riboflavinium perchlorate, which is readily derived from commercially available vitamin B2, exhibits high catalytic activity for the oxidation of organic sulfides under an oxygen atmosphere with the assistance of hydrazine hydrate as a reductant. This is an inexpensive, convenient, and environmentally benign method for the selective oxidative transformation of sulfides into sulfoxides.
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Flavin Catalyzed Oxidations of Sulfides and Amines with Molecular Oxygen
Y. Imada, H. Iida, S. Ono, S.-I. Murahashi, J. Am. Chem. Soc., 2003, 125, 2868-2869.
Key Words
organocatalysis, aerobic oxidation, sulfides, sulfoxides, flavin catalyst
ID: J60-Y2013
