Issue 50, 2018

Tandem cyclization of o-alkynylanilines with isocyanides triggered by intramolecular nucleopalladation: access to heterocyclic fused 2-aminoquinolines

Abstract

Herein, a novel strategy for the synthesis of various heterocyclic fused 2-aminoquinolines via palladium-catalyzed tandem cyclization of o-alkynylanilines with isocyanides has been developed. This process includes trans-oxy/aminopalladation, isocyanide insertion, elimination and 1,3-hydrogen migration. Besides high atom and step economy, this method shows good functional group compatibility with excellent chemo- and regioselectivities under mild reaction conditions.

Graphical abstract: Tandem cyclization of o-alkynylanilines with isocyanides triggered by intramolecular nucleopalladation: access to heterocyclic fused 2-aminoquinolines

Supplementary files

Article information

Article type
Communication
Submitted
13 Mar 2018
Accepted
30 Apr 2018
First published
02 May 2018

Chem. Commun., 2018,54, 6855-6858

Tandem cyclization of o-alkynylanilines with isocyanides triggered by intramolecular nucleopalladation: access to heterocyclic fused 2-aminoquinolines

W. Wu, M. Li, J. Zheng, W. Hu, C. Li and H. Jiang, Chem. Commun., 2018, 54, 6855 DOI: 10.1039/C8CC02028K

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