微波促进碘催化水中脱肟反应研究

Microwave-assisted Iodine Catalyzed Deoximations in Water

摘要:

脱肟反应是将肟再生为相应羰基化合物的重要有机反应，是近年国内外研究热点之一。本文在微波辐射条件下，以绿色溶剂水为溶剂，实现碘催化脱肟反应，以68%~92%的收率获得12种醛酮类羰基化合物。利用核磁共振氢谱(1H NMR)和质谱(MS)对目标产物进行了表征。讨论了溶剂的种类、碘的用量、反应温度和微波功率等对反应的影响。确定最优反应条件为：含有不同取代基肟与单质碘摩尔比为n(肟)：n(碘) = 1：0.5，溶剂为水(肟的浓度为1 mol/L)，微波功率为300 W，反应温度为70 ℃，反应时间为35 min。结合实验结果提出反应机理。

Abstract:

The deoximation of oximes into their corresponding carbonyl compounds is one of the most important processes in organic synthesis. There has been increasing interest in the development of methods for deoximation. Herein, twelve aldehydes and ketones were synthesized in 68%~92% yields by deoximations of oximes catalyzed with iodine in green solvent water under microwave-assisted condition. The structures of all products were confirmed by the corresponding nuclear magnetic resonance spectrum (1H NMR) and mass spectrum (MS). The effects of solvent, the amount of iodine, microwave power and reaction temperature on the reaction were considered. The optimized reaction conditions: oximes, iodine (50 mol%), and water (1 mol/L), microwave power 300 W, reaction temperature 85 ℃, reaction time 35 min. A possible mechanism was proposed on the results of the experiments.