Copper(I)-Catalyzed Synthesis of Functionalized Indolizinones from Substituted Pyridine Homologated Ynones.

J Org Chem

Institute of Chemistry of New Materials , University of Osnabrück, Barbarastraβe-6 , Osnabrück 49076 , Germany.

Published: January 2020

An efficient two-component copper-catalyzed cyclization cascade approach toward highly functionalized indolizinone heterocycles has been developed from reactions of pyridine-, isoquinoline-, and quinoline ynones, via 5-- cyclization. The catalysis involves the activation by diorgano diselenide and diorgano disulfide and also their incorporation into the indolizinone core. In addition, the obtained substituted indolizinones were readily transformed into 1-(organochalcogenyl)indolizin-2-ols, which are important building blocks in organic synthesis.

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http://dx.doi.org/10.1021/acs.joc.9b02853DOI Listing

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