乙烯基和芳基叠氮化物环化成吡咯、吲哚、咔唑和相关的熔融吡咯

Organic Reactions Pub Date : 2017-06-19 DOI:10.1002/0471264180.OR092.02

W. F. Berkowitz, S. McCombie

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引用次数: 2

摘要

本章详细回顾了在热、光化学和金属催化条件下，由乙烯基、芳基和杂芳基叠氮化合物通过正式的碳氢插入过程形成新的吡咯环的反应。这些反应通过乙烯基或芳基亚硝基(或其金属硝基等价物)的中间体进行，并产生各种各样的吡咯、吲哚、咔唑和相关体系。综述了起始叠氮化物的合成方法，并对其环化过程进行了综述。关键词:吡咯;吲哚;咔唑;azidoalkene;azidoarene;乙烯基氮烯;芳基氮烯;热解;光解;金属催化作用;碳氢键功能化;氮烯;2-azidostyrene;2-azidobiphenyl

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Cyclization of Vinyl and Aryl Azides into Pyrroles, Indoles, Carbazoles, and Related Fused Pyrroles

This chapter reviews in detail those reactions that form of a new pyrrole ring from vinyl, aryl, and heteroaryl azides via formal C–H insertion processes under thermal, photochemical, and metal-catalyzed conditions. These reactions proceed via the intermediacy of vinyl or aryl nitrenes (or their metallonitrene equivalents) and generate a wide variety of pyrroles, indoles, carbazoles, and related systems. Methods for the synthesis of the starting azides are summarized, and a comprehensive survey of the cyclization processes is provided. Keywords: pyrrole; indole; carbazole; azidoalkene; azidoarene; vinyl nitrene; aryl nitrene; thermolysis; photolysis; metal catalysis; C–H functionalization; nitrene; 2-azidostyrene; 2-azidobiphenyl

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来源期刊

Organic Reactions

CiteScore

4.40

自引率

0.00%

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