有机化学 ›› 2019, Vol. 39 ›› Issue (9): 2392-2402.DOI: 10.6023/cjoc201903025 上一篇    下一篇

综述与进展

2,3-二氢喹唑啉-4(1H)-酮类化合物的合成研究进展

张晓鹏, 朱妍洁, 朱奕崧, 李政伟, 张贵生   

  1. 河南师范大学化学化工学院 绿色化学介质与反应教育部重点实验室 河南省有机功能分子与药物创新重点实验室 精细化学品绿色制造河南省协同创新中心 新乡 453007
  • 收稿日期:2019-03-14 修回日期:2019-04-11 出版日期:2019-09-25 发布日期:2019-04-26
  • 通讯作者: 张晓鹏 E-mail:zhangxiaopengv@sina.com
  • 基金资助:

    国家自然科学基金(Nos.21772033,U1604285)、高等学校学科创新引智计划(111计划,No.D17007)资助项目.

Advances in Synthesis of 2,3-Dihydroquinazolin-4(1H)-ones

Zhang Xiaopeng, Zhu Yanjie, Zhu Yisong, Li Zhengwei, Zhang Guisheng   

  1. Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Henan Key Laboratory of Organic Functional Molecule and Drug Innovation, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007
  • Received:2019-03-14 Revised:2019-04-11 Online:2019-09-25 Published:2019-04-26
  • Contact: 10.6023/cjoc201903025 E-mail:zhangxiaopengv@sina.com
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21772033, U1604285) and the Program of Introducing Talents of Discipline to Universities (111 Project, No. D17007).

2,3-二氢喹唑啉-4(1H)-酮是一类重要的含氮稠杂环化合物,具有广泛的药理及生物活性,在药物合成与研发领域有着重要应用价值,因而其合成方法也倍受人们关注.归纳总结了2,3-二氢喹唑啉-4(1H)-酮类化合物的合成研究进展,主要介绍了以邻氨基苯甲酰胺、靛红酸酐、邻硝基苯甲酰胺、邻叠氮基苯甲酰胺、邻溴苯甲酰胺、邻溴苯甲腈、邻氨基苯甲酸、邻氨基苯甲腈、邻氨基N-甲基-N-丙二烯基苯甲酰胺、N-烷基苯胺等为起始原料的2,3-二氢喹唑啉-4(1H)-酮类化合物的合成研究进展概况及其反应机理.最后对该类化合物的合成研究进展进行了总结,并对其发展前景进行了展望.

关键词: 2,3-二氢喹唑啉-4(1H)-酮, 邻氨基苯甲酰胺, 靛红酸酐, N-烷基苯胺, C-H活化功能化, 钯催化

2,3-Dihydroquinazolin-4(1H)-one compounds are an important class of nitrogen-containing fused heterocycles, which possess a wide range of pharmacological and biological activities and have important applications in the fields of synthesis and research & development of drugs. Therefore, its synthetic methods have also attracted considerable attention. In this paper, the main advances in the synthesis of 2,3-dihydroquinazolin-4(1H)-ones and their proposed reaction mechanisms from the raw materials such as o-aminobenzamides, isatoic anhydrides, o-nitrobenzamides, o-azidobenzamide, o-bromo-benzamide, o-bromobenzonitrile, o-aminobenzoic acids, o-aminobenzonitrile, o-amino-N-(propa-1,2-dienyl)benzamides, and N-alkyl anilines were introduced and reviewed, respectively. Finally, the synthesis of these compounds was summarized and the prospect of their development was prospected.

Key words: 2,3-dihydroquinazolin-4(1H)-one, o-aminobenzamides, isatoic anhydrides, N-alkyl anilines, C-H activation &, functionalization, palladium catalysis