Synthesis of 1H‐Pyrrolo[1,2‐a]indoles via Lewis Acid‐Catalyzed Annulation of Propargylic Alcohols with 2‐Ethynylanilines

A novel highly efficient, environmentally benign Lewis acid‐catalyzed, and protection‐free protocol for the construction of valuable polycyclic products bearing a 1H‐pyrrolo[1,2‐a]indole scaffold is described, starting from readily available propargylic alcohols and 2‐ethynylanilines. The one‐pot tr...

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Veröffentlicht in:Advanced synthesis & catalysis 2020-03, Vol.362 (6), p.1399-1404
Hauptverfasser: Du, Li‐Juan, Han, Ya‐Ping, Zhang, Hong‐Yu, Zhang, Yuecheng, Zhao, Jiquan, Liang, Yong‐Min
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Sprache:eng
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Zusammenfassung:A novel highly efficient, environmentally benign Lewis acid‐catalyzed, and protection‐free protocol for the construction of valuable polycyclic products bearing a 1H‐pyrrolo[1,2‐a]indole scaffold is described, starting from readily available propargylic alcohols and 2‐ethynylanilines. The one‐pot transformation entails the cleavage of one C−O bond, and the construction of two C−N bonds and one C−C double bond. This unique operationally simple method is performed under mild conditions and in air, producing water as the only byproduct; it is scalable and demonstrates good functional group compatibility and broad scope.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201901409