Nickel-catalyzed Thioester Transfer Reaction with sp<sup>2</sup>-Hybridized Electrophiles
Xiaopeng Wu, Jinhang Li, Siyu Xia, Chengjian Zhu, Jin Xie
Abstract
We report a thioacylation transfer reaction based on nickel-catalyzed C–C bond cleavage of thioesters with sp2-hybridized electrophiles. Aryl bromides, iodides, and alkenyl triflates can participate in thioester transfer reaction of aryl thioesters, affording a wide range of structurally diverse new thioesters in yields of up to 98% under mild reaction conditions. With this protocol, it is possible to construct alkenyl thioesters from the corresponding ketones through the generation of alkenyl triflates.
Topics & Concepts
ThioesterChemistryElectrophileArylCatalysisNickelBond cleavageCleavage (geology)Combinatorial chemistryMedicinal chemistryOrganic chemistryEnzymeGeotechnical engineeringFracture (geology)EngineeringAlkylSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions