Issue 1, 2023

Photoinduced oxidation of benzylic boronic esters to ketones/aldehydes via α-borylalkyl radicals

Abstract

A method for direct oxidation of boronic esters to the carbonyl groups has been established herein. Under the irradiation of visible light and O2 atmosphere, ketones and aldehydes can be obtained in moderate to excellent yields. Using tetrabutylammonium tribromide (TBATB) as the catalyst, this procedure avoids using of metal-based (photo)catalysts. α-Borylalkyl radicals have been proposed as the key intermediates of this oxidation process.

Graphical abstract: Photoinduced oxidation of benzylic boronic esters to ketones/aldehydes via α-borylalkyl radicals

Supplementary files

Article information

Article type
Research Article
Submitted
13 Sep 2022
Accepted
08 Nov 2022
First published
09 Nov 2022

Org. Chem. Front., 2023,10, 104-108

Photoinduced oxidation of benzylic boronic esters to ketones/aldehydes via α-borylalkyl radicals

Z. Wang, L. Wei, J. Liu, Y. Wei and L. Xu, Org. Chem. Front., 2023, 10, 104 DOI: 10.1039/D2QO01457B

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