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过渡金属催化芳烃/杂芳烃的 C-H 键功能化反应:通过串联 C-H 活化和随后的卡宾迁移插入策略。

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

机构信息

Department of Chemistry, Indian Institute of Science Education and Research Bhopal Bhauri, Bhopal, 462066, Madhya Pradesh, India.

出版信息

Chem Rec. 2021 Dec;21(12):4088-4122. doi: 10.1002/tcr.202100193. Epub 2021 Oct 14.

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.

摘要

在过去的十年中,过渡金属催化的 C-H 键活化和随后的卡宾迁移插入反应取得了巨大的发展,从而有助于构建各种芳基/杂芳基支架。各种过渡金属催化剂都有此用途,并为易于获得取代杂环化合物提供了有效的途径。本文简要介绍了金属卡宾,并提供了偶联反应的关键机理途径。本文综述的目的是提供有关各种导向基团辅助的不同芳基/杂芳基与受主-接受体/供体-接受体重氮化合物偶联的简明知识。该综述还强调了通过 C-C、C-N 和 C-O 键形成反应,通过重氮插入途径合成各种碳环和稠合杂环。该机理通常涉及 C-H 活化过程,随后是重氮插入,导致随后的偶联。

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