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Photoredox-Catalyzed Defluorinative Carboxylation of <i>gem</i>-Difluorostyrenes with Formate Salt

Chao Sun, Quan Zhou, Chuan‐Ying Li, Zhong‐Wei Hou, Lei Wang

2024Organic Letters40 citationsDOI

Abstract

Herein, we present a transition-metal-free, easy handling protocol for regioselective carboxylation of gem -difluorostyrenes with sodium formate as the C1 source. 30 examples of α-fluoracrylates were obtained in yields of 30 to 80% under these conditions. A defluorinative monofluorovinyl intermediate and consecutive photoinduced electron transfer mechanism were proposed after mechanism investigation.

Topics & Concepts

ChemistryCarboxylationRegioselectivityFormateCatalysisSodium formateSalt (chemistry)Electron transferPhotochemistryCombinatorial chemistryMethyl formateSodium saltOrganic chemistryInorganic chemistryFluorine in Organic ChemistryRadical Photochemical ReactionsSulfur-Based Synthesis Techniques
Photoredox-Catalyzed Defluorinative Carboxylation of <i>gem</i>-Difluorostyrenes with Formate Salt | Litcius