CsCO-Catalyzed Decarboxylation/Cyclization to Access Functionalized 8-Hydroxyisoquinoline-1(2)-ones and 2-Pyridones Assisted by Microwave Irradiation.

J Org Chem

National and Local Joint Engineering Research Center for Green Preparation Technology of Biobased Materials, School of Chemistry and Environment, Yunnan Minzu University, Kunming 650500, P. R. China.

Published: September 2025


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Article Abstract

We herein describe a novel decarboxylation/cyclization sequence involving a three-component reaction of dialkyl 2-(alkoxymethylene)malonate, amines, and terminal alkyne ester or internal alkyne ester catalyzed by CsCO under microwave conditions. These two types of highly chemo- and regioselective transformations were accomplished by different reaction channels to furnish a wide range of functionalized 8-hydroxyisoquinoline-1(2)-ones (21 examples) and 2-pyridones (18 examples) in good to excellent yields and might provide new opportunities for the discovery of N-heterocyclic drugs and other functional molecules.

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http://dx.doi.org/10.1021/acs.joc.5c01687DOI Listing

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