2228-75-3Relevant academic research and scientific papers
Access to Cyanoimines Enabled by Dual Photoredox/Copper-Catalyzed Cyanation of O-Acyl Oximes
Wei, Ziyan,Yu, Shouyun,Zhang, Ai Hua,Zhang, Hao
supporting information, p. 7315 - 7320 (2020/10/02)
An efficient strategy for the synthesis of pharmaceutically important and synthetically useful cyanoimines, as well as cyanamides, has been described. This strategy is enabled by dual photoredox/copper-catalyzed cyanation of O-acyl oximes or O-acyl hydroxamides. This state of the art protocol for cyanoimines and cyanamides features readily available starting materials, mild reaction conditions, good functional group tolerance, and operational simplicity. The resultant cyanoimines can be transformed into structurally diverse and functionally important N-containing heterocycles.
Photochemical Flow Oximation of Alkanes
Griffiths, Oliver M.,Ruggeri, Michele,Baxendale, Ian R.
supporting information, p. 1907 - 1912 (2020/10/06)
The nitrosation of several alkanes using tert-butyl nitrite has been performed in flow showing a remarkable reduction in the reaction time compared with batch processing. Due to the necessity for large excesses of the alkane component a continuous recycling process was devised for the preparation of larger quantities of material.
Convenient access to cycloalk-2-enone-derived N -sulfonyl imines
Hirner, Sebastian,Westmeier, Johannes,Gebhardt, Sandra,Müller, Christian H.,Von Zezschwitz, Paultheo
supporting information, p. 1697 - 1700 (2014/08/05)
The first synthesis of N-tosyl imines from various cyclopent-2-enones and cyclohex-2-enones was achieved by direct condensation with tosyl amide in the presence of TiCl(OEt)3 and Et3N. In addition, N-tert-butylsulfonyl imines from five- to seven-membered cycloalk-2-enones were obtained through formation of the respective oximes and subsequent Hudson reaction. These compounds are easy to handle solids and they are interesting starting materials for a variety of transformations. Georg Thieme Verlag Stuttgart New York.
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.
