Cobalt(II)-Catalyzed Activation of C(sp<sup>3</sup>)–H Bonds: Organic Oxidant Enabled Selective Functionalization
He Zhang, Meng-Chan Sun, Dandan Yang, Tong Li, Mao‐Ping Song, Jun‐Long Niu
Abstract
Herein we develop a new “cobalt(II)/organic oxidant” catalytic system for the selective activation of 1°, 2°, and 3° C(sp3)–H bonds to construct C–N and C–O bonds, respectively. The method highlights the use of an organic compound (TsNHOPiv or its analogues) as an emerging oxidant and thus provides a flexible strategy for the preparation of indoline and benzoxazine derivatives. Attractive advantages of this cobalt catalysis include simple operation, low cost, mild conditions, and broad substrate scope. Furthermore, a catalytically competent hydroxylamine-chelated organometallic Co(III)species was synthesized, thus providing deep insights into the catalytic mechanism.
Topics & Concepts
CatalysisCobaltChemistryHydroxylamineCombinatorial chemistrySubstrate (aquarium)ChelationSurface modificationOrganic chemistryGeologyPhysical chemistryOceanographyCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsSynthesis and Catalytic Reactions