Synthesis of Cyclopenta[b]indoles via Sc(III)-Catalyzed Annulation of Vinyl Diazoacetates with Indole-Derived Unsaturated Imines

A Lewis acid Sc­(OTf)3-catalyzed annulation reaction of vinyl diazoacetates with in situ formed α,β-unsaturated imines for the preparation of indole-fused tricyclic rings has been reported. This strategy involves a sequential addition/rebound addition process of vinyl diazoacetates and an in situ de...

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Bibliographic Details
Published in:Organic letters 2023-05, Vol.25 (18), p.3184-3189
Main Authors: Jiang, Qin, Yang, Ting, Li, Qi, Liang, Guang-Ming, Liu, Yong, He, Cheng-Yu, Chu, Wen-Dao, Liu, Quan-Zhong
Format: Article
Language:English
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Summary:A Lewis acid Sc­(OTf)3-catalyzed annulation reaction of vinyl diazoacetates with in situ formed α,β-unsaturated imines for the preparation of indole-fused tricyclic rings has been reported. This strategy involves a sequential addition/rebound addition process of vinyl diazoacetates and an in situ dedinitrogenation. This annulation protocol features low-cost catalysts, mild reaction conditions, and facilely prepared substrates.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c00192