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Updated: Jan 14, 2026

A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
Published on: February 16, 2020
1-Phenylisatin-Mediated Redox-Neutral Ketone to Carboxylic Acid Conversion
Jiuwei Nie1,2, Yao Huang1, Yuee Chai1
1School of Pharmacy, State Key Laboratory of Discovery and Utilization of Functional Components in Traditional Chinese Medicine, Guizhou Medical University, Guiyang 550014, P. R. China.
None:
Herein, a general and efficient ketone to carboxylic acid conversion method mediated by isatin was developed under redox-neutral conditions. Unlike the traditional oxidative ketone to carboxylic acid conversion methodologies that are not compatible with oxidation-sensitive functional groups, this method is mild and tolerates a wide range of sensitive functional groups, which is a good complement to the existing ketone to carboxylic acid conversion methodologies. In addition, in the presence of cyclic ketones, including steroids, the 2-oxindole moiety could be incorporated into the product in a ring opening fashion, which would provide a general platform for the synthesis of a variety of 2-oxindole-containing biorelevant molecules. In addition, the control experiment reveals that this reaction proceeds through a σ-π cross-metathesis pathway that accounts for this oxidant-free ketone to carboxylic acid conversion.
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