Issue 72, 2014

Synthesis of 3-aryl-2-aminoquinolines: palladium-catalyzed cascade reactions of gem-dibromovinylanilines with tert-butyl isocyanide and arylboronic acids

Abstract

A three-component cascade reaction involving gem-dibromovinylanilines, tert-butyl isocyanide and arylboronic acids for the efficient synthesis of 3-aryl-2-aminoquinolines has been developed. The reaction proceeds through palladium-catalyzed isocyanide insertion, intramolecular cyclization of gem-dibromovinylanilines followed by Suzuki coupling with arylboronic acids, and the corresponding products were obtained in good to excellent isolated yields.

Graphical abstract: Synthesis of 3-aryl-2-aminoquinolines: palladium-catalyzed cascade reactions of gem-dibromovinylanilines with tert-butyl isocyanide and arylboronic acids

Supplementary files

Article information

Article type
Communication
Submitted
13 Jun 2014
Accepted
12 Aug 2014
First published
13 Aug 2014

RSC Adv., 2014,4, 38258-38262

Author version available

Synthesis of 3-aryl-2-aminoquinolines: palladium-catalyzed cascade reactions of gem-dibromovinylanilines with tert-butyl isocyanide and arylboronic acids

L. Hu, W. Gui, Z. Liu and B. Jiang, RSC Adv., 2014, 4, 38258 DOI: 10.1039/C4RA05670A

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