PPh3‑Mediated Cascade Reaction of 2‑Alkynylnitrobenzenes and Thioureas for the Construction of Imidazo[4,5‑b]indole-2-thiones

A simple method for the preparation of imidazo­[4,5-b]­indole-2-thiones from 2-alkynylnitrobenzenes and thioureas is described. In the reaction, a Wittig-like process was triggered by PPh3 and followed by a cyclization step. The products were afforded in yields of 70–98% under mild conditions. Addit...

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Veröffentlicht in:Journal of organic chemistry 2023-03, Vol.88 (5), p.2801-2808
Hauptverfasser: Xu, Yao, Fan, Hui, Yang, Fan, Xu, Shijie, Zhao, Xuechun, Liao, Xiaoming, Zhang, Xiaoxiang
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Sprache:eng
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Zusammenfassung:A simple method for the preparation of imidazo­[4,5-b]­indole-2-thiones from 2-alkynylnitrobenzenes and thioureas is described. In the reaction, a Wittig-like process was triggered by PPh3 and followed by a cyclization step. The products were afforded in yields of 70–98% under mild conditions. Additionally, the 2-alkynylnitrobenzenes were stable and could be prepared via a simple coupling step.
ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.2c02434