Synthesis 2014; 46(04): 522-530
DOI: 10.1055/s-0033-1338574
paper
© Georg Thieme Verlag Stuttgart · New York

Anilines as Substrates in Consecutive Four-Component Synthesis of Novel 1-Aryl-5-benzoyl-6-phenyl-3,4-dihydropyridin-2(1H)-ones

Jan Nordmann
Institut für Organische Chemie und Makromolekulare Chemie, Heinrich-Heine-Universität Düsseldorf, Universitätsstrasse 1, 40225 Düsseldorf, Germany   Fax: +49(211)8114324   Email: ThomasJJ.Mueller@uni-duesseldorf.de
,
Thomas J. J. Müller*
Institut für Organische Chemie und Makromolekulare Chemie, Heinrich-Heine-Universität Düsseldorf, Universitätsstrasse 1, 40225 Düsseldorf, Germany   Fax: +49(211)8114324   Email: ThomasJJ.Mueller@uni-duesseldorf.de
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Further Information

Publication History

Received: 04 October 2013

Accepted after revision: 18 November 2013

Publication Date:
10 December 2013 (online)


Dedicated to Prof. Dr. Klaus Theodor Wanner on the occasion of his 60th birthday

Abstract

The consecutive four-component synthesis of 5-acylpyridin-2(1H)-ones initiated by a copper-free alkynylation in a one-pot fashion has been expanded to include considerably less nucleophilic anilines as the amine component in the Michael addition step by altering the solvent system to 1,4-dioxane; 17 examples for the synthesis of 1-aryl-5-benzoyl-6-phenyl-3,4-dihydropyridin-2(1H)-ones were obtained in moderate to good yields.

Supporting Information

 
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