We investigated the reaction of ketoximes with hypervalent iodine reagents. A combination of PhI(OAc)2 and BF3·Et2O promoted the Beckmann rearrangement of ketoximes, thus yielding the corresponding amides. From a detailed investigation of the reaction, we determined that the Beckmann rearrangement is preceded by acetylation of the hydroxy group of the ketoxime in situ, accelerating the Beckmann rearrangement. We confirmed that the acetylated ketoxime undergoes the Beckmann rearrangement with BF3·Et2O. The reaction of ketoximes with Koser’s reagent [PhI(OH)OTs] in the presence of tetrahydrofuran results in hydrolysis, affording the corresponding ketones in high yields at room temperature.

中文翻译：

我们研究了酮肟与高价碘试剂的反应。PhI(OAc) 2和BF 3 ·Et 2 O的组合促进了酮肟的贝克曼重排，从而产生了相应的酰胺。通过对反应的详细研究，我们确定贝克曼重排之前是酮肟的羟基原位乙酰化，加速了贝克曼重排。我们证实乙酰化酮肟与BF 3 ·Et 2 O 发生贝克曼重排。酮肟与Koser 试剂[PhI(OH)OTs] 在四氢呋喃存在下发生水解，在室温下以高产率提供相应的酮温度。