Litcius/Paper detail

Defluorinative Thiolation of <i>gem</i>-Difluoroalkenes by Convergent Paired Electrolysis

Zichen Pan, Xiuqi Wang, Shuaishuai Zhao, Hong‐Ping Deng, Mengtao Ma, Fei Xue

2023Organic Letters19 citationsDOI

Abstract

Herein, we have successfully developed a convergent paired electrolysis strategy for the defluorinative thiolation process utilizing thiols and gem -difluoroalkenes as precursors. This protocol exhibits remarkable tolerance toward a wide range of functional groups, as exemplified by the successful late-stage defluorothiolation of complex molecules. Additionally, this strategy is amenable to gram-scale synthesis, making use of both anodic oxidation and cathodic reduction processes in an efficient manner. Several control studies were conducted and suggested a convergent paired electrolysis mechanism.

Topics & Concepts

ChemistryElectrolysisCathodic protectionCombinatorial chemistryNanotechnologyAnodeElectrodePhysical chemistryMaterials scienceElectrolyteSulfur-Based Synthesis TechniquesFluorine in Organic ChemistryRadical Photochemical Reactions