Synthesis of Pyrrolo[2,1-]isoquinolines through Cu-Catalyzed Condensation/Addition/Oxidation/Cyclization Cascade.

J Org Chem

Laboratory of Asymmetric Synthesis, Chongqing University of Arts and Sciences, 319 Honghe Avenue, Yongchuan, Chongqing 402160, P.R. China.

Published: November 2022

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We have developed a copper-catalyzed synthesis of pyrrolo[2,1-]isoquinolines with terminal alkynes, aldehydes, and tetrahydroisoquinolines. A variety of pyrrolo[2,1-]isoquinolines have been prepared in 17-69% yield via a condensation/Mannich-type addition/oxidation/cyclization cascade sequence. Modifications through simple chemical transformations provided highly functionalized molecules containing a privileged framework.

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http://dx.doi.org/10.1021/acs.joc.2c01978DOI Listing

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