Nickel-Catalyzed One-Pot Carbonylative Synthesis of 2-Mono- and 2,3-Disubstituted Thiochromenones from 2-Bromobenzenesulfonyl Chlorides and Alkynes
Wei Wang, Zhipeng Bao, Xinxin Qi, Xiao‐Feng Wu
Abstract
A nickel-catalyzed one-pot carbonylation reaction of 2-bromobenzenesulfonyl chlorides with alkynes for the synthesis of thiochromenones has been established. Both terminal and internal alkynes were suitable substrates in this carbonylative transformation, and a broad range of 2-mono- and 2,3-disubstituted thiochromenone products were obtained in moderate to good yields with quite high functional group compatibility. Notably, this procedure presents the first example of nickel-catalyzed carbonylative synthesis of thiochromenones with 2-bromobenzenesulfonyl chlorides as a promising sulfur precursor.
Topics & Concepts
ChemistryCarbonylationCatalysisNickelSulfurFunctional groupReaction conditionsOrganic chemistryCombinatorial chemistryCarbon monoxidePolymerSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsSynthesis of Organic Compounds