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Current Organic Chemistry

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ISSN (Online): 1875-5348

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Research Article

Efficient Synthesis of Pyrido[2,3-b]indole Derivatives via Vanadium(III)-Catalyzed Cascade Cyclization of 2-(2-aminophenyl)acetonitrile and Enones

Author(s): Donghan Liu, Mingshuai Zhang, Longkun Chen, Zhuoyuan Liu, Yemei Zhu* and Fuchao Yu*

Volume 26, Issue 19, 2022

Published on: 21 December, 2022

Page: [1789 - 1797] Pages: 9

DOI: 10.2174/1385272827666221216104419

Price: $65

Abstract

An efficient strategy for the synthesis of pyrido[2,3-b]indoles through VCl3-catalyzed cascade cyclization reactions of N,N-dimethyl enaminones or chalcones with 2-(2-aminophenyl)- acetonitrile under mild reaction conditions was developed. This method features many advantages, such as readily available starting materials, good substrate, good functional group tolerance, and good yields. A plausible reaction mechanism was provided. Moreover, the high yields of N-unprotected substrates made this reaction system extremely advantageous with currently known methods.

Keywords: Chalcones, N, N-dimethyl enaminones, pyrido[2, 3-b]indoles, VCl3-catalyzed, cascade cyclization, 2-(2-aminophenyl)acetonitrile.

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