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Transition-Metal-Catalyzed C-H Bond Functionalization of Arenes/Heteroarenes via Tandem C-H Activation and Subsequent Carbene Migratory Insertion Strategy

Journal

CHEMICAL RECORD
Volume 21, Issue 12, Pages 4088-4122

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/tcr.202100193

Keywords

C-H bond activation; diazo compounds; carbene migratory insertion; fused heterocycles

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The past decade has seen significant advancements in transition-metal-catalyzed C-H bond activation and carbene migratory insertion reactions, facilitating the construction of diverse arene/heteroarene scaffolds. Various transition-metal catalysts are utilized for easy access to substituted heterocycles, with key mechanistic pathways involving C-H activation, diazo insertion, and subsequent coupling reactions.
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.

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