I_(2)/PhNO_(2)介导的芳乙酮C(CO)-C键氧化断裂和2-氨基芳甲酰胺胺化合成喹唑啉-4(3H)-酮  

I_(2)/PhNO_(2) Mediated Synthesis of Quinazolin-4(3H)-ones by C(CO)—C Bond Oxidative Cleavage of Acetophenones and Amination with 2-Aminobenzamides

作　　者：张瑞芹 马仁超 傅琴姣 陈静[1] 马永敏[1,2] Zhang Ruiqin;Ma Renchao;Fu Qinjiao;Chen Jing;Ma Yongmin(School of Pharmaceutical Science,Zhejiang Chinese Medical University,Hangzhou 310053;School of Advanced Study,Taizhou University,Taizhou,Zhejiang 318000)

机构地区：[1]浙江中医药大学药学院,杭州310053 [2]台州学院高等研究院,浙江台州318000

出　　处：《有机化学》2022年第3期854-862,共9页Chinese Journal of Organic Chemistry

基　　金：浙江省自然科学基金(No.LY19H300001)资助项目.

摘　　要：开发了一种以苯乙酮和2-氨基苯甲酰胺为原料,在I_(2)/PhNO_(2)介导下合成了喹唑啉-4(3H)-酮的新方法.该反应涉及苯乙酮与2-氨基苯甲酰胺间的两个C—N键的形成,接着苯乙酮的C(CO)—C键氧化裂解.此外,还进行了由I_(2)/PhNO_(2)和CuBr/K_(2)CO_(3)介导的一锅串联合成喹唑啉-4(3H)-酮的反应.A simple and efficient protocol for the synthesis of quinazolin-4(3H)-ones from acetophenones and 2-aminobenzamides mediated by I_(2)/PhNO_(2) has been achieved.The reaction probably involves two C—N bond formations between acetophenones and 2-aminobenzamides followed by C(CO)—C bond oxidative cleavage of acetophenones.Alternatively,a one-pot tandem reaction mediated by I_(2)/PhNO_(2) and CuBr/K_(2)CO_(3) was performed for the synthesis of quinazolin-4(3H)-ones.

关 键 词：C(CO)—C键断裂 喹唑啉酮 碘 环合 氧化 

分 类 号：O626[理学—有机化学]