Synthesis of quinoline derivatives using ketene dithioacetals

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<jats:title>Abstract</jats:title><jats:p>Methyl 3‐(<jats:italic>N</jats:italic>‐arylamino)‐2‐cyano‐3‐methylthioacrylates <jats:bold>3a‐h</jats:bold>, which are readily prepared by the reaction of the ketene dithioacetal, methyl 2‐cyano‐3,3‐bis(methylthio)acrylate (<jats:bold>1</jats:bold>) with arylamines, was heated at reflux in diphenyl ether to give the corresponding 2‐methylthio‐4‐hydroxyquinoline‐3‐carbonitriles <jats:bold>4a‐h</jats:bold> in 14–77% yields. The reaction of <jats:bold>1</jats:bold> with excess aryl amines in diphenyl ether at reflux gave also the corresponding 2‐arylamino‐4‐hydroxyquinoline‐3‐carbonitriles <jats:bold>6a‐d</jats:bold>. The 2‐methylthioquinoline‐3‐carbonitriles <jats:bold>4a‐h</jats:bold>, thus obtained, are useful intermediates for the synthesis of various quinoline derivatives.</jats:p>

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