59986-16-2Relevant academic research and scientific papers
Acetylierung von N-(Trimethylsilyl)keteniminen: N-Acetylketenimine und α-Cyanketone
Meier, Stefan,Wuerthwein, Ernst-Ulrich
, p. 2339 - 2347 (2007/10/02)
The acylation reactions of N-(trimethylsilyl)ketenimines 1 with different acyl halides 4 yields N-acylketenimines 2 and/or α-cyano ketones 3, depending on the substitution pattern of compound 1 and the halogen atom in 4.In some cases, novel adducts of enamide type 5,6 are isolated.The new N-acylketenimines 2a,b are stable at room temperature and have been fully characterized; compounds 2c,d, however, were found to dimerize yielding the 1,3,5-oxadiazines 7.For comparison, the analogous reactions of nitrile anions were also studied.MNDO calculations are used torationalize the regiochemistry in terms of kinetic and thermodynamic control.
