Yang Ye-Fei, Huang Xiao-Bo, Gao Wen-Xia, Zhou Yun-Bing, Liu Miao-Chang, Wu Hua-Yue
College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, People's Republic of China.
Org Biomol Chem. 2020 Aug 5;18(30):5822-5825. doi: 10.1039/d0ob00601g.
Ag2O-promoted ring-opening reactions of cyclopropenones with oximes is disclosed in this work, providing a direct route to 1,3-oxazinones. This method highlights a new reactivity of cyclopropenones which undergo 1,4-addition with oximes followed by β-carbon elimination to in situ generate a α-carbonyl ketene intermediate.
本工作报道了氧化银促进的环丙烯酮与肟的开环反应,为合成1,3-恶嗪酮提供了一条直接途径。该方法突出了环丙烯酮的一种新反应性,即环丙烯酮先与肟发生1,4-加成,然后进行β-碳消除,原位生成α-羰基乙烯酮中间体。