Issue 24, 2023

Photoinduced defluorinative alkylation of trifluoromethyl alkenes with carbonyl derivatives by C–C bond scission

Abstract

The development of novel radical precursors for the preparation of structurally diverse gem-difluoroalkenes is still in great demand, especially those enabled by metal-free catalysis. In this context, a metal-free photoinduced method for the synthesis of gem-difluoroalkenes was established, in which various carbonyl derivatives were successfully used as alkyl radical precursors via C–C bond cleavage to react with available α-trifluoromethylstyrenes. In particular, the successful gram-scale synthesis and late-stage modification for biologically active molecules highlights their potential value in drug discovery.

Graphical abstract: Photoinduced defluorinative alkylation of trifluoromethyl alkenes with carbonyl derivatives by C–C bond scission

Supplementary files

Article information

Article type
Research Article
Submitted
14 Sep 2023
Accepted
05 Nov 2023
First published
07 Nov 2023

Org. Chem. Front., 2023,10, 6205-6211

Photoinduced defluorinative alkylation of trifluoromethyl alkenes with carbonyl derivatives by C–C bond scission

L. Yan, T. Zhang, Z. Lv and M. Fu, Org. Chem. Front., 2023, 10, 6205 DOI: 10.1039/D3QO01490H

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