1541-18-0Relevant academic research and scientific papers
Synthesis of Enamides
Brettle, Roger,Mosedale, Alan J.
, p. 2185 - 2196 (2007/10/02)
(Z)-3-Arylprop-2-enoic acids can be converted by the Curtius procedure, through the acyl azides, into (Z)-2-arylethenyl isocyanates, which with methanol give methyl (Z)-N-(2-arylethenyl)carbamates.Acylation of the (Z)-enecarbamates, through their anions, leads to methyl (Z)-N-acyl-N-(2-arylethenyl)carbamates, which on treatment with lithium iodide in boiling N,N-dimethylformamide or acetonitrile undergo demethoxycarbonylation to give (Z)-enamides.The stereospecific route to enamides can also be used in the E-series.Treatment of (Z)- or (E)-2-arylethenyl isocyanates with trifluoroacetic acid gives (E)-N-(2-arylethenyl)trifluoroacetamides,the anions of which, with acylating agents, give (E)-enamides directly.
CAN (ETHOXYCARBONYL)NITRENE SELECTIVITY BE CONTROLLED BY MICELLAR PSEUDOPHASE?
Bertolaccini, Riccardo,Cerichelli, Giorgio,Loreto, M. Antonietta,Pellacani, Lucio,Tardella, Paolo A.
, p. 587 - 588 (2007/10/02)
The effect of cationic surfactants in the reaction of cyclohexene and (ethoxycarbonyl)nitrene has been studied.When the counter-ion of the surfactant was bromide, the products of bromination of cyclohexene or those requiring the intermediacy of nitrene were observed.The latter were the only products if nitrate was the counter-ion of the surfactant, using N-oxy>urethan, even without added base.
