Litcius/Paper detail

Transition‐Metal‐Catalyzed C−H Bond Functionalization of Arenes/Heteroarenes <i>via</i> Tandem C−H Activation and Subsequent Carbene Migratory Insertion Strategy

Neha Jha, Nandkishor Prakash Khot, Manmohan Kapur

2021The Chemical Record59 citationsDOI

Abstract

The past decade has witnessed tremendous developments in transition-metal-catalyzed C-H bond activation and subsequent carbene migratory insertion reactions, thus assisting in the construction of diverse arene/heteroarene scaffolds. Various transition-metal catalysts serve this purpose and provide efficient pathways for an easy access to substituted heterocycles. A brief introduction to metal-carbenes has been provided along with key mechanistic pathways underlying the coupling reactions. The purpose of this review is to provide a concise knowledge about diverse directing group-assisted coupling of varied arenes/heteroarenes and acceptor-acceptor/donor-acceptor diazo compounds. The review also highlights the synthesis of various carbocycles and fused heterocycles through diazo insertion pathways, via C-C, C-N and C-O bond forming reactions. The mechanism usually involves a C-H activation process, followed by diazo insertion leading to subsequent coupling.

Topics & Concepts

DiazoCarbeneChemistryAcceptorTandemCatalysisCombinatorial chemistryMigratory insertionTransition metalPhotochemistryStereochemistryMedicinal chemistryMaterials scienceOrganic chemistryPhysicsComposite materialCondensed matter physicsCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsCatalytic Cross-Coupling Reactions