Litcius/Paper detail

Autocatalytic Synthesis of Thioesters via Thiocarbonylation of <i>gem</i>-Difluoroalkenes

Xinpeng Jiang, Guan Wang, Zicong Zheng, Xiaohui Yu, Hong Ye, Haoqi Xia, Chuanming Yu

2020Organic Letters29 citationsDOI

Abstract

Herein, we report a new method for the synthesis of acyethanethioates via thiocarbonylation of gem-difluoroalkenes with thiols. This reaction provides a new pathway to prepare thioesters under mild conditions without the use of any additives. Mechanistic studies revealed that in situ generated HF facilitated the C–F bond cleavage in an autocatalytic manner.

Topics & Concepts

ChemistryAutocatalysisCombinatorial chemistryCleavage (geology)Bond cleavageReaction conditionsIn situOrganic chemistryCatalysisEngineeringGeotechnical engineeringFracture (geology)Sulfur-Based Synthesis TechniquesFluorine in Organic ChemistryChemical Synthesis and Reactions