Light-Induced PdH-Catalyzed Cross-Dimerization of gem -Difluoroalkenes with Alkenes to Access CF 2 H Motifs

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Authors: Le Shen, Fen Wu, Dachang Bai, Hao Wu
Cited by: 2
References: 63

Abstract

The CF 2 H group constitutes a valuable structural motif in medicinal chemistry. Herein, we report an efficient light-induced palladium-catalyzed cross-dimerization of electron-deficient gem -difluoroalkenes with styrene derivatives, enabling hydroalkenylation and hydroalkylation reactions to access diverse α-difluoromethyl products. The photoenhanced hydricity of PdH species facilitates efficient insertion into gem -difluoroalkenes for the generation of α-difluoromethyl palladium species. This palladium intermediate subsequently undergoes alkyl Heck reaction with readily available alkenes without defluorination, affording C(sp 3 )–C(sp 2 ) coupling products with monosubstituted alkenes, or C(sp 3 )–C(sp 3 ) coupling products with 1,1-disubstituted alkenes. This protocol features mild conditions and broad functional group tolerance.

Fields of Study & Subjects

Fluorine in Organic Chemistry Radical Photochemical Reactions Catalytic C–H Functionalization Methods

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
8
Pages
2718–2723
Publication date
18 February 2026
Language
EN