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Synthesis 1993; 1993(2): 233-236
DOI: 10.1055/s-1993-25838
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New Routes to Enaminones and Dienaminones from Benzotriazole Derivatives

Alan R. Katritzky* , Richard A. Barcock, Qui-He Long, Marudai Balsubramanian, Nageshwar Malhotra, John V. Greenhill
  • *Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611-2046, USA
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Publikationsdatum:
17. September 2002 (online)

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A new method has been developed for the regioselective preparation of enaminones and dienaminones starting from N-[1-(4-methylphenylamino)ethyl]benzotriazole employing mild conditions. Thus, 1-substituted 3-(4-methylphenylamino)-2-propen-1-ones, 1-(4-methylphenylamino)-1-hexen-3-one, ethyl 3-(4-methylphenylamino)-2-propenoate, 1-cyclohexyl-5-(phenylamino)-2,4-pentadien-1-one and ethyl 5-(arylamino)-2,4-pentadienoates are prepared in good yields.