Journal of Molecular Catalysis A-Chemical, Vol.264, No.1-2, 313-317, 2007
Ph3P catalyzed efficient synthesis of ethyl 2-(acetylanilino)-acrylates and ethyl (E)-3-(acetylanilino)-2-propenoates by nucleophilic addition to ethyl propiolate
The addition of acetanilides to ethyl propiolate proceeds under neutral conditions in the presence of triphenylphosphine to give the corresponding alpha-substituted alkyl acrylates together with variable amounts of the beta-substituted isomer with (E) geometry. Addition of arylsulfonylanilides to alkyl propiolates under similar conditions, produced only the alkyl (E)-3-arylsulfonylanilino-2-propenoates. (c) 2006 Elsevier B.V. All rights reserved.
Keywords:NE-acids;arylsulfonylanilides;acetanilides;alkyl acrylates;alkyl propiolates;triphenylphosphine