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Simple and Practical Conversion of Benzoic Acids to Phenols at Room Temperature

Wenzhang Xiong, Qiu Shi and Wenbo H. Liu*

*School of Chemistry, Sun Yat-sen University, Guangzhou 510006, China, Email: liuwb29mail.sysu.edu.cn

W. Xiong, Q. Shi, W. H. Liu, J. Am. Chem. Soc., 2022, 144, 15894-15902.

DOI: 10.1021/jacs.2c07529


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Abstract

An efficient and practical approach to prepare phenols from benzoic acids using simple organic reagents at room temperature is compatible with various functional groups and heterocycles and can be easily scaled up. Mechanistic investigations suggest that the key migration step involves a free carbocation instead of a radical intermediate.

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proposed mechanism



Key Words

diacyl peroxides, phenols, decarboxylations


ID: J48-Y2022