Regioselective synthesis of 2,3′-biindoles mediated by an NBS-induced homo-coupling of indoles

Mild conditions have been developed to achieve NBS-induced homodimerization of indole derivatives with excellent regioselectivity at 15 °C in high efficiency. This method provides a simple route to a 2,3′-linked biindolyl scaffold from the electron-rich to moderately electron-poor indoles. In additi...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2017, Vol.15 (45), p.9622-9629
Main Authors: Huang, Panpan, Peng, Xiangjun, Hu, Dan, Liao, Huiwu, Tang, Shaobin, Liu, Liangxian
Format: Article
Language:English
Subjects:
Carbazole
Derivatives
Indoles
Regioselectivity
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Summary:Mild conditions have been developed to achieve NBS-induced homodimerization of indole derivatives with excellent regioselectivity at 15 °C in high efficiency. This method provides a simple route to a 2,3′-linked biindolyl scaffold from the electron-rich to moderately electron-poor indoles. In addition, [3,2- a ]carbazole derivatives can also be prepared through this method. An efficient method for the synthesis of 2,3′-biindole and [3,2- a ]carbazole derivatives via an NBS-induced homo-coupling of indoles with high regioselectivity.
ISSN:1477-0520
1477-0539
DOI:10.1039/c7ob02312j