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Synthesis 2013; 45(6): 803-809
DOI: 10.1055/s-0032-1316851
DOI: 10.1055/s-0032-1316851
paper
Preparation of Arylpropynamides and Their Reaction with Malonyl Acid Derivatives
Authors
Further Information
Publication History
Received: 12 November 2012
Accepted after revision: 17 January 2013
Publication Date:
15 February 2013 (online)
Abstract
Synthesis of arylpropynamides and their reactions with different malonic acid derivatives is described. Treatment of arylpropynamides with unsubstituted malonyl chloride furnished N-(3-arylprop-2-ynoyl)-6-chloro-4-hydroxy-2-oxo-2H-pyran-3-carboxamides; monosubstituted malonyl chlorides or their derivatives, (chlorocarbonyl)ethylketenes, reacted with arylpropynamides to give 4-hydroxy-2-(phenylethynyl)-6H-1,3-oxazin-6-ones; and the reaction of arylpropynamides with disubstituted malonyl chlorides furnished open-chain arylpropenamides exclusively.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
Included are copies of the 1H NMR and 13C NMR spectra.
- Supporting Information (PDF)
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