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Hypervalent Iodine(III)‐Mediated Oxidative Decarboxylation of β‐Keto Acids
Author(s) -
Yuan Zhipeng,
Zhao Tiantian,
Yu Tianyang,
Wang Junru,
Wei Hao
Publication year - 2017
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201600607
Subject(s) - hypervalent molecule , chemistry , decarboxylation , oxidative decarboxylation , iodine , reagent , oxidative coupling of methane , ligand (biochemistry) , organic chemistry , benzene , medicinal chemistry , combinatorial chemistry , catalysis , biochemistry , receptor
Oxidative decarboxylation of β‐keto acids mediated by hypervalent iodine(III) reagents is described. This decarboxylative C−O bond‐forming reaction uses a combination of (diacetoxyiodo)benzene and an aliphatic carboxylic acid to give the corresponding α‐acyloxy ketones. Preliminary mechanistic studies suggest that the reaction proceeds through a ligand coupling followed by decarboxylation. This reaction offers an attractive alternative to existing methods for the exclusive synthesis of α‐acyloxy ketones.