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Flavin Catalyzed Oxidations of Sulfides and Amines with Molecular Oxygen

Yasushi Imada, Hiroki Iida, Satoshi Ono, and Shun-Ichi Murahashi*

*Department of Chemistry, Graduate School of Engineering Science, Osaka University, 1-3, Machikaneyama, Toyonaka, Osaka 560-8531, Japan, Email: murachem.es.osaka-u.ac.jp

Y. Imada, H. Iida, S. Ono, S.-I. Murahashi, J. Am. Chem. Soc., 2003, 125, 2868-2869.

DOI: 10.1021/ja028276p (free Supporting Information)


Abstract

Oxidations of organic substrates such as sulfides, secondary amines, N-hydroxylamines, and tertiary amines with molecular oxygen in the presence of 5-ethyl-3-methyllumiflavinium perchlorate catalyst and hydrazine monohydrate in 2,2,2-trifluoroethanol occur highly efficiently to give the corresponding oxidized compounds in excellent yields.

see article for more reactions



Aerobic Oxidation of Sulfides with a Vitamin B2-Derived Organocatalyst

Y. Imada, I. Tonomura, N. Komiya, T. Naota, Synlett, 2013, 24, 1679-1682.


Key Words

Oxygen, Sulfoxides, N-Oxides, Nitrones, Organocatalysis


ID: J48-Y2003-1350