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4‐CH 3 CONH–TEMPO/Peracetic Acid System for a Shortened Electron‐Transfer‐Cycle‐Controlled Oxidation of Secondary Alcohols
Author(s) -
Zhang Shufang,
Miao Chengxia,
Xia Chungu,
Sun Wei
Publication year - 2015
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201500214
Subject(s) - peracetic acid , chemistry , catalysis , acetic acid , allylic rearrangement , electron transfer , alcohol oxidation , halide , catalytic cycle , organic chemistry , photochemistry , hydrogen peroxide
We have developed a 2,2,6,6‐tetramethylpiperidine‐1‐oxyl (TEMPO) derivative catalyzed oxidation of secondary alcohols with peracetic acid as the oxidant, which was generated from H 2 O 2 and acetic acid catalyzed by strongly acidic resins. The oxidation of alcohols proceeded well through a shortened electron‐transfer cycle under metal‐free conditions, avoiding the use of any other electron‐transfer mediators such as halides. In addition, we demonstrated that the present system exhibited excellent efficiency under mild conditions for the oxidation of aromatic, aliphatic, and allylic secondary alcohols.