Issue 1, 2022

Electrochemical oxidative cyclization of alkenes, boronic acids, and dichalcogenides to access chalcogenated boronic esters and 1,3-diols

Abstract

A sustainable, environmentally benign electrochemical oxidative three-component cyclization of allylic alcohols, boronic acids, and dichalcogenides under metal-free and oxidant-free conditions has been developed, which provides an efficient approach for the formation of C–Se/S and C–O bonds together. A series of chalcogenated boronic esters were afforded with a broad substrate scope through a clean electrochemical system. The resulting chalcogenated cyclic boronic esters were easily converted to chalcogenated 1,3-diols in good yields under mild conditions.

Graphical abstract: Electrochemical oxidative cyclization of alkenes, boronic acids, and dichalcogenides to access chalcogenated boronic esters and 1,3-diols

Supplementary files

Article information

Article type
Research Article
Submitted
07 Aug 2021
Accepted
24 Sep 2021
First published
28 Sep 2021

Org. Chem. Front., 2022,9, 12-18

Electrochemical oxidative cyclization of alkenes, boronic acids, and dichalcogenides to access chalcogenated boronic esters and 1,3-diols

C. Huang, J. Hu, G. Chen, M. Wu, H. Cao and X. Liu, Org. Chem. Front., 2022, 9, 12 DOI: 10.1039/D1QO01175H

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