Transition Metal-Free C–H Thiolation via Sulfonium Salts Using β-Sulfinylesters as the Sulfur Source
Yanhui Chen, Si Wen, Qingyu Tian, Yuqing Zhang, Guolin Cheng
Abstract
)-H thiolation reaction using β-sulfinylesters as the versatile sulfur source. The key step of this protocol is chemoselective C-S bond cleavage of the sulfonium salts that are formed in situ from the corresponding alkenes, alkynes, and 1,3-dicarboxyl compounds with β-sulfinylesters. The successful capture of the acrylate byproduct supports a retro-Michael reaction mechanism.
Topics & Concepts
SulfoniumChemistrySulfurTransition metalBond cleavageIn situAcrylateCleavage (geology)Combinatorial chemistryMetalOrganic chemistryPolymer chemistryCatalysisSalt (chemistry)CopolymerGeotechnical engineeringFracture (geology)EngineeringPolymerSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions