Litcius/Paper detail

Directed Cobalt-Catalyzed C–H Activation to Form C–C and C–O Bonds in One Pot via Three-Component Coupling

Menghui Li, Xiao‐Ju Si, He Zhang, Dandan Yang, Jun‐Long Niu, Mao‐Ping Song

2021Organic Letters30 citationsDOI

Abstract

Herein, we disclose an efficient cobalt-catalyzed three-component coupling of benzamides, diazo compounds, and tert-butyl hydroperoxide, which provides an efficient approach to construct C(sp2)–C(sp3) and C–O bonds in one-pot accompanied with C–H activation. This protocol features low catalyst loading (4 mol %), the avoidance of additives, and excellent functional group compatibility, providing three-component coupling adducts with high yields under mild conditions (up to 88%). Mechanism studies show that the reaction may involve a radical process.

Topics & Concepts

ChemistryCatalysisDiazoCobaltAdductComponent (thermodynamics)Functional groupCombinatorial chemistryCoupling reactionMedicinal chemistryStereochemistryOrganic chemistryPhysicsThermodynamicsPolymerCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsSynthesis and Catalytic Reactions