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Benzyne-Mediated Esterification Reaction

Jinlong Zhao, Jiarong Shi* and Yang Li*

*School of Chemistry and Chemical Engineering, Chongqing University, 174 Shazheng Street, Chongqing, P. R. China, 400030, Email:,

J. Zhao, J. Shi, Y. Li, Org. Lett., 2021, 23, 7274-7278.

DOI: 10.1021/acs.orglett.1c02702

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A benzyne-mediated esterification of carboxylic acids and alcohols provides products under mild conditions via a selective nucleophilic addition of carboxylic acid to benzyne in the presence of alcohol followed by a transesterification with alcohol. Benzyne can also be used to promote lactonization and amidation reactions.

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proposed reaction pathway

Key Words

esterification, transesterification, benzyl esters

ID: J54-Y2021