摘要
发现了一种新的过氧化物促进的合成喹喔啉酮类和3-胺基吲哚酮类化合物的方法。在间氯过氧苯甲酸和四丁基碘化铵的作用下,α-亚胺-α-乙氧酰基-N-芳基酰胺可以氧化产生α-(N-芳基氨酰基)亚胺自由基,后者在惰气氛围下可以发生邻位环化,以中等,甚至非常好的产率得到喹喔啉酮类产物。α-亚胺-α-乙氧酰基-N-芳基酰胺还可以被过氧叔丁醇和乙酸钯催化生成3-胺基吲哚酮类产物。
Simple and effcient approaches towards quinoxalin-2-one and 3-amineindolone products under hyperoxide conditions are reported in this paper.The oxidizing system of 3-chlorobenzoperoxoic acid(m-CPBA)and tetrabutylammonium iodide(TBAI)is capable of generatingα-(N-arylaminoc arbonyl)iminyl radicals fromα-imino-N-arylamides.Under argon atmosphere,these iminyl radicals preferably undergo intramolecular ortho-attack on the benzene ring to give quinoxalin-2-one products in moderate,even excellent yields.However,the oxidizing system of tert-butyl hydroperoxide(TBHP)and diacetoxypalladium(Pd(OAc)2)is effective to convertα-imino-N-arylamides to the corresponding 3-aminooxindole products.
作者
李典军
杨金会
LI Dianjun;YANG Jinhui(State Key Laboratory of High-Efficiency Utilization of Coal and Green Chemical Engineering,Ningxia University,Yinchuan 750021,China;School of Chemistry and Chemical Engineering,Ningxia University,Yinchuan 750021,China;National Demonstration Center for Experimental Chemistry Education,Ningxia University,Yinchuan 750021,China)
出处
《宁夏工程技术》
CAS
2019年第3期208-215,共8页
Ningxia Engineering Technology
基金
宁夏高等学校科研基金资助项目(NGY2018059)
国家自然科学基金资助项目(21861031)
宁夏自然科学基金资助项目(2018AAC03023)
