Issue 13, 2012

A new access to 3-substituted-1(2H)-isoquinolone by tandem palladium-catalyzed intramolecular aminocarbonylation annulation

Abstract

An original tribromide derivative based, palladium-catalyzed synthesis of 3-substituted-1(2H)-isoquinolone is described based on a regioselective Suzuki–Miyaura C–C coupling on o-halo-(2,2-dihalovinyl)-benzene followed by a palladium catalyzed amination–carbonylation–cyclization reaction. This sequence efficiently proceeds to build up isoquinolone in fair to good yields over a one-pot 3-bond synthesis reaction.

Graphical abstract: A new access to 3-substituted-1(2H)-isoquinolone by tandem palladium-catalyzed intramolecular aminocarbonylation annulation

Supplementary files

Article information

Article type
Paper
Submitted
03 Nov 2011
Accepted
06 Jan 2012
First published
09 Jan 2012

Org. Biomol. Chem., 2012,10, 2683-2691

A new access to 3-substituted-1(2H)-isoquinolone by tandem palladium-catalyzed intramolecular aminocarbonylation annulation

A. Dieudonné-Vatran, M. Azoulay and J. Florent, Org. Biomol. Chem., 2012, 10, 2683 DOI: 10.1039/C2OB06852D

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