有机化学 ›› 2019, Vol. 39 ›› Issue (9): 2525-2533.DOI: 10.6023/cjoc201903034 上一篇    下一篇

研究论文

由氨茴内酐合成12H-色烯[2,3-b]喹啉-12-酮和6H-色烯[4,3-b]喹啉-6-酮

孙婉婉, 毛玉健, 蒋静, 余靓, 陈凌云, 胡延维, 张士磊   

  1. 江苏省重大神经精神疾病研究重点实验室 苏州大学药学院 苏州 215123
  • 收稿日期:2019-03-19 修回日期:2019-04-19 出版日期:2019-09-25 发布日期:2019-05-06
  • 通讯作者: 胡延维, 张士磊 E-mail:huyanwei@suda.edu.cn;zhangshilei@suda.edu.cn
  • 基金资助:

    国家自然科学基金(No.21202112)、教育部博士点基金新教师类项目(No.20123201120019)、江苏高校优势学科建设工程资助项目.

Synthesis of 12H-Chromeno[2,3-b]quinolin-12-one and 6H-Chromeno[4,3-b]quinolin-6-one from Anthranil

Sun Wanwan, Mao Yujian, Jiang Jing, Yu Jing, Chen Lingyun, Hu Yanwei, Zhang Shilei   

  1. Jiangsu Key Laboratory of Neuropsychiatric Diseases and College of Pharmaceutical Sciences, Soochow University, Suzhou 215123
  • Received:2019-03-19 Revised:2019-04-19 Online:2019-09-25 Published:2019-05-06
  • Contact: 10.6023/cjoc201903034 E-mail:huyanwei@suda.edu.cn;zhangshilei@suda.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21202112), the Ph.D. Programs Foundation of Ministry of Education (No. 20123201120019) and the Priority Academic Program Development of Jiangsu Higher Education Institutions.

高温下氨茴内酐可以和4-羟基香豆素反应得到两种位置异构的杂环化合物12H-色烯[2,3-b]喹啉-12-酮和6H-色烯[4,3-b]喹啉-6-酮.该反应是一种热促下的转化,不需要催化剂或者添加物的协助,也没有毒害的废弃物产生.反应路线简短,优于已有的制备此类杂环的其它方法.

关键词: 高温反应, 氨茴内酐, 4-羟基香豆素, 杂环合成

Two heterocyclic compounds 12H-chromeno[2,3-b]quinolin-12-one and 6H-chromeno[4,3-b]quinolin-6-one could be synthesized by the reaction of anthranil with 4-hydroxycoumarin under high temperature conditions. The reaction is a thermo-promoted transformation, without the assistance of catalysts or additives, and without the generation of toxic wastes. This one-step reaction is superior to other reported methods for the preparation of such heterocycles.

Key words: high-temperature reaction, anthranil, 4-hydroxycoumarin, synthesis of heterocycles