Direct electrooxidation of alkynes to benzoin bis-ethers

Zengzhuan Yang; Fangling Lu; Haiyan Li; Yuying Zhang; Wen Lin; Peng Guo; Juelin Wan; Renyi Shi; Tao Wang; Aiwen Lei

doi:10.1039/D0QO01161D

Direct electrooxidation of alkynes to benzoin bis-ethers†

Zengzhuan Yang,‡^a Fangling Lu,‡^b Haiyan Li,^a Yuying Zhang,^a Wen Lin,^a Peng Guo,^a Juelin Wan,^a Renyi Shi,*^c Tao Wang

*^a and Aiwen Lei

*^ac

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* Corresponding authors

^a National Research Center for Carbohydrate Synthesis, Jiangxi Normal University, Nanchang, Jiangxi 330022, P. R. China

^b College of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi'an, P. R. China

^c The Institute for Advanced Studies (IAS), College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, P. R. China

Abstract

A direct electrochemical oxidation of alkynes for the synthesis of benzoin bis-ethers has been developed. Various alkynes and alcohols are compatible, generating the desired products in up to 85% yield. This transformation can be performed under mild reaction conditions in the absence of an external oxidant and transition metal catalyst. Preliminary mechanism studies suggest that the product carbonyl oxygen originated from water.

Organic Chemistry Frontiers

Direct electrooxidation of alkynes to benzoin bis-ethers†

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