Issue 9, 2021

Silver-catalyzed decarboxylative radical allylation of α,α-difluoroarylacetic acids for the construction of CF2–allyl bonds

Abstract

An efficient silver-catalyzed method of decarboxylative radical allylation of α,α-difluoroarylacetic acids to build CF2–allyl bonds has been developed. Using allylsulfone as an allyl donor, α,α-difluorine substituted arylacetic acids bearing various functional groups are successfully allylated to access a series of 3-(α,α-difluorobenzyl)-1-propylene compounds in moderate to excellent yields in aqueous CH3CN solution under the mild conditions. Experimental studies disclosed that the α-fluorine substitution of arylacetic acid has a great influence on free radical activity and reactivity.

Graphical abstract: Silver-catalyzed decarboxylative radical allylation of α,α-difluoroarylacetic acids for the construction of CF2–allyl bonds

Supplementary files

Article information

Article type
Paper
Submitted
21 Dec 2020
Accepted
02 Feb 2021
First published
03 Feb 2021

Org. Biomol. Chem., 2021,19, 2023-2029

Silver-catalyzed decarboxylative radical allylation of α,α-difluoroarylacetic acids for the construction of CF2–allyl bonds

P. Wang, P. Du, Q. Sun, J. Zhang, H. Deng and H. Jiang, Org. Biomol. Chem., 2021, 19, 2023 DOI: 10.1039/D0OB02546A

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