Synthesis of Benzo[]carbazoles via Palladium-Catalyzed Tandem Cyclization of Diarylalkynes with Isocyanides.

Org Lett

State Key Laboratory of Luminescent Materials and Devices, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510641, P. R. China.

Published: June 2025


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Article Abstract

Herein, we reveal a novel method for the synthesis of benzo[]carbazoles via palladium-catalyzed annulation between diarylalkynes and isocyanides. This method features excellent regioselectivity and chemoselectivity, mild reaction conditions, experimental simplicity, and good functional group tolerance. Further mechanistic investigations suggest that intramolecular 1,5-acyl migration is mainly involved in this reaction system. The feasibility of the strategy was further demonstrated by late-stage modifications and photophysical property studies.

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http://dx.doi.org/10.1021/acs.orglett.5c01463DOI Listing

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