Issue 17, 2024

Nickel-catalysed chelation-assisted reductive defluorinative sulfenylation of trifluoropropionic acid derivatives

Abstract

Herein we reported a directing-group assisted strategy for nickel-catalysed reductive defluorinative sulfenylation of trifluoropropionic acid derivatives with disulfides in the presence of Zn, involving triple C–F bond cleavage. This process yielded a diverse array of carbonyl-sulfide di-substituted alkenes in moderate to good yields with good functional group tolerance. Specifically, the reactions exhibited high E-selectivity with E/Z ratio up to >99 : 1.

Graphical abstract: Nickel-catalysed chelation-assisted reductive defluorinative sulfenylation of trifluoropropionic acid derivatives

Supplementary files

Article information

Article type
Communication
Submitted
11 Dec 2023
Accepted
31 Jan 2024
First published
07 Feb 2024

Chem. Commun., 2024,60, 2405-2408

Nickel-catalysed chelation-assisted reductive defluorinative sulfenylation of trifluoropropionic acid derivatives

Y. Guan, J. Qiao and Y. Liang, Chem. Commun., 2024, 60, 2405 DOI: 10.1039/D3CC06041A

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