Litcius/Paper detail

Copper-Catalyzed N-Directed Distal C(sp<sup>3</sup>)–H Sulfonylation and Thiolation with Sulfinate Salts

Guang-Le Chen, Shi-Hui He, Liang Cheng, Feng Liu

2021Organic Letters36 citationsDOI

Abstract

We herein report a selective and catalytic C(sp3)–H functionalization approach to access amines bearing organo-sulfonyl and organo-thiol groups. This reaction proceeds through a cascade process of N-radical formation, alkyl radical formation via 1,5-HAT, and C–S bond formation, thereby offering a series of functionalized amines. This method could enable primary, secondary, and tertiary C(sp3)–H sulfonylation and thiolation and also exhibits good functional group tolerance.

Topics & Concepts

ChemistrySulfonylAlkylCatalysisPrimary (astronomy)Surface modificationCopperFunctional groupMedicinal chemistryPolymer chemistryCombinatorial chemistryOrganic chemistryPhysical chemistryPhysicsPolymerAstronomySulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsChemical Synthesis and Reactions