Indole-to-Carbazole Strategy for the Synthesis of Substituted Carbazoles under Metal-Free Conditions

Shanping Chen, Yuxia Li, Penghui Ni, Huawen Huang* and Guo-Jun Deng*

*Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan 411105, China, Email: hwhuangxtu.edu.cn, gjdengxtu.edu.cn

S. Chen, Y. Li, P. Ni, H. Huang, G.-J. Deng, Org. Lett., 2016, 18, 5384-5387.

DOI: 10.1021/acs.orglett.6b02762

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Abstract

NH₄I promotes an efficient indole-to-carbazole strategy under metal-free conditions. The reaction offers high regioselectivity through formal [2 + 2 + 2] annulation of indoles, ketones, and nitroolefins and enables the assembly of a large number of diversified carbazoles with good functional group tolerance.

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Key Words

carbazoles, multicomponent reactions

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ID: J54-Y2016