Issue 5, 2021

Silver-catalyzed tandem cycloisomerization/hydroarylation reactions and mechanistic investigations for an efficient access to 1,2-dihydroisoquinolines

Abstract

An efficient silver-catalyzed tandem reaction for the formation of 1,2-dihydroisoquinoline derivatives is herein reported. Highly functionalized multiheterocyclic scaffolds are accessible in a straightforward manner using readily accessible starting materials under mild conditions. This methodology offers an attractive route for the synthesis and development of a biologically relevant new heterocyclic pharmacophore, merging the biological activities of isoquinolines with those of various nitrogen-containing heterocycles (indoles, pyrroles) incorporated during the tandem reaction. Mechanistic investigations were also conducted along with a large scope and limitation study, modifying various sites of this pharmacophore.

Graphical abstract: Silver-catalyzed tandem cycloisomerization/hydroarylation reactions and mechanistic investigations for an efficient access to 1,2-dihydroisoquinolines

Supplementary files

Article information

Article type
Paper
Submitted
04 Nov 2020
Accepted
18 Dec 2020
First published
18 Dec 2020
This article is Open Access
Creative Commons BY-NC license

Org. Biomol. Chem., 2021,19, 1037-1046

Silver-catalyzed tandem cycloisomerization/hydroarylation reactions and mechanistic investigations for an efficient access to 1,2-dihydroisoquinolines

M. De Abreu, Y. Tang, E. Brachet, M. Selkti, V. Michelet and P. Belmont, Org. Biomol. Chem., 2021, 19, 1037 DOI: 10.1039/D0OB02197K

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