Issue 8, 2017

Synthesis of pyrazolo[5,1-a]isoquinolines through copper-catalyzed regioselective bicyclization of N-propargylic sulfonylhydrazones

Abstract

An expeditious strategy for the synthesis of pyrazolo[5,1-a]isoquinolines has been developed. The tricyclic scaffolds are formed through a four-step cascade sequence, including copper(II)-catalyzed regioselective bicyclization, nucleophilic addition of H2O, aerobic oxidation, and aromatization through eliminating a molecule of TsH. The synthetic utility of this method is demonstrated through the synthesis of a potential CDC25B inhibitor.

Graphical abstract: Synthesis of pyrazolo[5,1-a]isoquinolines through copper-catalyzed regioselective bicyclization of N-propargylic sulfonylhydrazones

Supplementary files

Article information

Article type
Research Article
Submitted
30 mar 2017
Accepted
22 apr 2017
First published
27 apr 2017

Org. Chem. Front., 2017,4, 1513-1516

Synthesis of pyrazolo[5,1-a]isoquinolines through copper-catalyzed regioselective bicyclization of N-propargylic sulfonylhydrazones

H. Tang, J. Zeng, J. Chen, Y. Zhou, R. Li and Z. Zhan, Org. Chem. Front., 2017, 4, 1513 DOI: 10.1039/C7QO00249A

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