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

Org Lett

Chemical Synthesis and Pollution Control Key Laboratory of Sichuan Province, College of Chemistry and Chemical Engineering, China West Normal University, No. 1, Shida Road, Nanchong 637002, China.

Published: May 2023

A Lewis acid Sc(OTf)-catalyzed annulation reaction of vinyl diazoacetates with 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 dedinitrogenation. This annulation protocol features low-cost catalysts, mild reaction conditions, and facilely prepared substrates.

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http://dx.doi.org/10.1021/acs.orglett.3c00192DOI Listing

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