Reductive cyclization of o-nitrophenyl propargyl alcohols: facile synthesis of substituted quinolines |
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Authors: | Sandelier Matthew J DeShong Philip |
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Institution: | Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA. |
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Abstract: | Reduction of secondary and tertiary o-nitrophenyl propargyl alcohols followed by acid-catalyzed Meyer-Schuster rearrangement gave 2-substituted and 2,4-disubstituted quinolines, respectively. Tertiary propargyl alcohols gave excellent yields of the quinoline derivative, while the yields of quinolines were slightly reduced when secondary propargyl alcohol derivatives were utilized. |
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