Copper-Catalyzed Regioselective Annulation of β-Keto Esters and Propargyl Acetates: Access to Polysubstituted Furans.

J Org Chem

State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, 3491 Gaohai Road, Guiyang 550014, P. R. China.

Published: December 2024

A copper-catalyzed regioselective annulation reaction, conducted without ligands or oxidants, has been developed for the preparation of multisubstituted furans from the readily available starting materials, β-keto esters and propargyl acetates. This process accommodates a wide range of functional groups, resulting in furan skeletons with diverse substitution patterns. The method's potential synthetic utility is highlighted by its applicability in gram-scale preparations and late-stage modifications of natural products.

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http://dx.doi.org/10.1021/acs.joc.4c02408DOI Listing

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