91737-40-5Relevant academic research and scientific papers
Direct conversion of aldehydes into nitriles via O-phenylcarbamoylated aldoximes
Coskun, Necdet,Arikan, Nevin
, p. 11943 - 11948 (2007/10/03)
O-Arylcarbamoylated hydroxylamine tosylate reacts with aldehydes at room temperature to give the corresponding O-carbamoylated oximes. The reaction of carbamoylated hydroxylamine with aromatic aldehydes in THF or in toluene at reflux affords the corresponding nitriles and anilinium tosylate in high yield. Attempts to cyclize compounds 2 in the presence of AcCl lead again to the formation of nitriles.
MECHANISM OF THE CARBAMOYLATION OF OXIMES
Tashchi, V. P.,Rukasov, A. F.,Orlova, T. I.,Ivanov, A. P.,Tashchi, O. A.,et al.
, p. 899 - 907 (2007/10/02)
N-Acylnitrones are formed initially during the cabamoylation of oximes of the aldehydes and ketone series.Depending on the structure of the initial compounds they can then either rearrange to O-carbamoylated oximes or undergo decomposition to N-hydroxyureas and the corresponding aldehydes and ketones.In some cases isomerization of the oximes is observed under the influence of isocyanate.
