Ni-Catalyzed Cross-Electrophile Coupling of Aryl Triflates with Thiocarbonates via C–O/C–O Bond Cleavage
Zhaodong Zhu, Yuxin Gong, Weiqi Tong, Weichao Xue, Hegui Gong
Abstract
A nickel-catalyzed reductive coupling of aryl triflates with thiocarbonates is reported here. Both electron-rich and -deficient aryl C(sp2)–O electrophiles as well as a class of O-tBu S-alkyl thiocarbonates are compatible with the optimized reaction conditions, as evidenced by 49 examples. The reaction also proceeds with good chemoselective cleavage of the C–O bond with regard to thioesters. This work broadens the scope of nickel-catalyzed reductive cross-electrophile coupling reactions.
Topics & Concepts
ElectrophileChemistryArylCatalysisMedicinal chemistryCleavage (geology)Bond cleavageAlkylNickelCoupling reactionCombinatorial chemistryOrganic chemistryGeotechnical engineeringEngineeringFracture (geology)Sulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions