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Flavin‐Catalyzed Oxidation of Amines and Sulfides with Molecular Oxygen: Biomimetic Green Oxidation
Author(s) -
Imada Yasushi,
Iida Hiroki,
Ono Satoshi,
Masui Yoshiyuki,
Murahashi ShunIchi
Publication year - 2006
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.200600080
Subject(s) - flavin group , chemistry , catalysis , molecular oxygen , redox , solvent , heteroatom , hydrazine (antidepressant) , photochemistry , oxygen , kinetics , catalytic oxidation , nitrogen , organic chemistry , combinatorial chemistry , quantum mechanics , enzyme , ring (chemistry) , physics , chromatography
Abstract 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.