DMAP-Catalyzed Annulation Approach for Modular Assembly of Furan-Fused Chromenes.

Org Lett

State Key Laboratory of Synthetic Chemistry and Department of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong, China.

Published: December 2020

With a tandem DMAP-catalyzed reaction between -AQM, in which it is generated in situ from propargylic amine, and acyl carbene surrogate (from pyridinium ylide), a variety of polyarylated chromenes are assembled in good yields. This process does not require transition-metal catalyst and exhibits easy manipulation of the arene group and good functional group compatibility, particularly the -Br group which can be further transformed to other functionalities by cross-coupling reactions. The modular feature of -AQM substrates and the simple operation procedures add further advantages to this synthetic method.

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http://dx.doi.org/10.1021/acs.orglett.0c03374DOI Listing

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