Flavin-catalyzed oxidation of amines and sulfides with molecular oxygen: biomimetic green oxidation.
Flavin-catalyzed green oxidation of heteroatom compounds such as sulfides and amines with molecular oxygen and even air in the presence of hydrazine monohydrate in a fluorous solvent such as 2,2,2-trifluoroethanol at room temperature gives the corresponding oxidation products highly efficiently and selectively along with water and molecular nitrogen, which are environmentally benign by-products. The proposed reaction mechanism is based on the kinetics, solvent effect, and redox properties of flavin catalysts.
Imada
Yasushi
Y
Department of Chemistry, Graduate School of Engineering Science, Osaka University, Machikaneyama, Toyonaka, Osaka 560-8531, Japan. imada@chem.es.osaka-u.ac.jp
Iida
Hiroki
H
Ono
Satoshi
S
Masui
Yoshiyuki
Y
Murahashi
Shun-ichi
S
D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D005415:Flavins / Q000737:chemistry*; D007700:Kinetics; D018716:Molecular Mimicry; D010084:Oxidation-Reduction; D010100:Oxygen / Q000737:chemistry*; D013440:Sulfides / Q000737:chemistry*
D000588:Amines; D005415:Flavins; D013440:Sulfides; D010100:Oxygen