Visible Light Photoredox-Catalyzed Radical Defluorinative Arylation of α-Trifluoromethyl Alkenes with Aryl Chlorides DOI
Yumeng Chen, Xu-Dong Mao,

Miao-Miao Li

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 26, 2025

Photocatalytic defluorinative cross-coupling reactions of α-trifluoromethyl alkenes with diverse radical precursors have emerged as a powerful strategy for the synthesis gem-difluoroalkenes. However, arylation is relatively rare due to limitation aryl precursors. Aryl chlorides, ideal candidates, remain large challenge in this reaction because chemical inertness C(sp2)–Cl bond and their high negative reduction potential. Herein, we report chlorides through consecutive photoinduced electron transfer (ConPET) process. This protocol features mild conditions, operational simplicity, wide substrate scope, functional group tolerance, producing range benzylic gem-difluoroalkenes moderate good yields. The scale-up valuable transformations products demonstrate great potential applications approach.

Language: Английский

Visible Light Photoredox-Catalyzed Radical Defluorinative Arylation of α-Trifluoromethyl Alkenes with Aryl Chlorides DOI
Yumeng Chen, Xu-Dong Mao,

Miao-Miao Li

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 26, 2025

Photocatalytic defluorinative cross-coupling reactions of α-trifluoromethyl alkenes with diverse radical precursors have emerged as a powerful strategy for the synthesis gem-difluoroalkenes. However, arylation is relatively rare due to limitation aryl precursors. Aryl chlorides, ideal candidates, remain large challenge in this reaction because chemical inertness C(sp2)–Cl bond and their high negative reduction potential. Herein, we report chlorides through consecutive photoinduced electron transfer (ConPET) process. This protocol features mild conditions, operational simplicity, wide substrate scope, functional group tolerance, producing range benzylic gem-difluoroalkenes moderate good yields. The scale-up valuable transformations products demonstrate great potential applications approach.

Language: Английский

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