Issue 2, 2022

Ligand-free copper-catalyzed borylative defluorination: access to gem-difluoroallyl boronic acid derivatives

Abstract

We report a ligand-free copper-catalyzed β-borylation, defluorination of β-substituted, α-trifluoromethyl-α,β-unsaturated esters. The reaction affords geminal-difluoroallyl boronic acid derivatives in moderate to good yield. The reaction was tolerant of various substrates, and the utility of products was demonstrated in the defluorinative functionalization of the difluoroalkene to afford enol ethers.

Graphical abstract: Ligand-free copper-catalyzed borylative defluorination: access to gem-difluoroallyl boronic acid derivatives

Supplementary files

Article information

Article type
Paper
Submitted
04 Aug 2021
Accepted
22 Sep 2021
First published
22 Sep 2021

Org. Biomol. Chem., 2022,20, 366-374

Author version available

Ligand-free copper-catalyzed borylative defluorination: access to gem-difluoroallyl boronic acid derivatives

A. M. Gates, S. Jos and W. L. Santos, Org. Biomol. Chem., 2022, 20, 366 DOI: 10.1039/D1OB01533H

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