α-Selective C(sp<sup>3</sup>)–H Thio/Selenocyanation of Ketones with Elemental Chalcogen
Jincheng Li, Wenxia Gao, Miaochang Liu, Yunbing Zhou, Huayue Wu
Abstract
A facile method is disclosed for the synthesis of α-thio/selenocyanato ketones through regioselective C-H thio/selenocyanation of ketones. The advantages include the use of easily available starting materials, high efficiency, simple operation, and easy scale-up. Control experiments provide evidence that the reaction proceeded via a radical way, while kinetic isotope effect experiments reveal that the cleavage of the C-H bond serves as the rate-limiting step.
Topics & Concepts
ChemistryThio-RegioselectivityChalcogenLimitingKinetic isotope effectCombinatorial chemistryKinetic controlBond cleavageKetoneMedicinal chemistryOrganic chemistryCatalysisQuantum mechanicsPhysicsEngineeringDeuteriumMechanical engineeringSulfur-Based Synthesis TechniquesOrganoselenium and organotellurium chemistryCatalytic C–H Functionalization Methods