74181-12-7Relevant academic research and scientific papers
Pulse Radiolysis Study of the Reduction of 1-Phenyl-1-cyanonitroethylene. Cyclization Leading to 5-Amino-4-phenylisoxazole
Deswarte, S.,Bellec, C.,Pucheault, J.,Ferradini, C.,Gilles, L.
, p. 891 - 896 (2007/10/02)
It is known that the electrochemical reduction of the 1-phenyl-1-cyanonitroethylene leads to the formation of a cyclic compound, the 5-amino-4-phenylisoxazole, but the mechanism of such a cyclization, which is pH dependent, is not clearly established.Pulse radiolytic methods were used to follow the various stages resulting from the reduction of 1-phenyl-1-cyanonitroethylene by the radical anion COO- in order to obtain a better understanding of the preceding reduction.The transient spectra are studied between 250 and 400 nm for times ranging from 4 microseconds to several minutes after pulse; one of these spectra concerns the ene hydroxylamine.As expected, the changes and evolution of the spectra are pH dependent and corresponding mechanism are proposed to explain the cyclization following the formation of the ene hydroxylamine.A general scheme is given taking into account all the results obtained.
