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过渡金属催化咔唑的直接官能化反应

Transition Metal-Catalyzed Direct Functionalization of Carbazoles.

作者信息

Kumar Vikash, Sudharsan Sivakumar, Mantry Lusina, Maayuri Rajaram, Das Malati, Gandeepan Parthasarathy

机构信息

Department of Chemistry, Indian Institute of Technology Tirupati, Yerpedu-Venkatagiri Road, Yerpedu Post, Tirupati District, Andhra Pradesh, 517619, India.

出版信息

Chem Rec. 2025 Jul;25(7):e202500042. doi: 10.1002/tcr.202500042. Epub 2025 Apr 29.

Abstract

Carbazoles are an important class of nitrogen-containing heterocycles found in diverse natural products, bioactive molecules, and functional materials. Their broader applications have driven extensive research into their synthesis and functionalization. Among various approaches, transition metal-catalyzed C-H activation has emerged as a powerful tool for direct functionalization, offering regioselectivity, efficiency, and sustainability. This review comprehensively summarizes advancements in transition metal-catalyzed C-H functionalization of carbazoles. Various catalytic systems employing palladium, ruthenium, rhodium, nickel, cobalt, copper, and iron have enabled alkylation, alkenylation, acylation, arylation, alkynylation, and heteroatom incorporation in carbazoles. These methodologies enabled late-stage diversification and have opened avenues for accessing structurally complex carbazole derivatives with tailored properties. The review aims to provide a comprehensive guide for researchers exploring carbazole functionalization via C-H activation, highlighting key mechanistic insights, scope, and emerging trends in this field.

摘要

咔唑是一类重要的含氮杂环化合物,存在于多种天然产物、生物活性分子和功能材料中。它们广泛的应用推动了对其合成和功能化的广泛研究。在各种方法中,过渡金属催化的C-H活化已成为直接功能化的有力工具,具有区域选择性、效率和可持续性。本综述全面总结了过渡金属催化咔唑C-H功能化的研究进展。各种使用钯、钌、铑、镍、钴、铜和铁的催化体系已实现咔唑的烷基化、烯基化、酰化、芳基化、炔基化和杂原子引入。这些方法实现了后期多样化,并为获得具有定制性质的结构复杂的咔唑衍生物开辟了途径。本综述旨在为通过C-H活化探索咔唑功能化的研究人员提供全面指导,突出该领域的关键机理见解、范围和新趋势。

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