有机化学 ›› 2016, Vol. 36 ›› Issue (10): 2504-2509.DOI: 10.6023/cjoc201604031 上一篇    下一篇

研究简报

基于邻炔基醛的异喹啉及其衍生物的合成研究

李余波, 赵云辉, 罗明检, 唐子龙, 曹朝暾, 邓克勤   

  1. 湖南科技大学化学化工学院 湖南科技大学理论化学与分子模拟省部共建教育部重点实验室分子构效关系湖南省普通高等学校重点实验室 湘潭 411201
  • 收稿日期:2016-04-14 修回日期:2016-05-20 发布日期:2016-06-02
  • 通讯作者: 赵云辉,E-mail:zhao_yunhui@163.com;唐子龙,E-mail:zltang67@aliyun.com E-mail:zhao_yunhui@163.com;zltang67@aliyun.com
  • 基金资助:

    国家自然科学基金(Nos.21372070,21471052)和湖南省教育厅基金(No.14k035)资助项目.

Synthesis of Isoquinolines Derivatives from o-Alkynyl Aldehydes

Li Yubo, Zhao Yunhui, Luo Mingjian, Tang Zilong, Cao Chaotun, Deng Keqin   

  1. Key Laboratory of Theoretical Chemistry and Molecular Simulation of Ministry of Education of China, Hunan Province College Key Laboratory of QSAR/QSPR, School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201
  • Received:2016-04-14 Revised:2016-05-20 Published:2016-06-02
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos.21372070, 21471052), and the Hunan Provincial Education Office Scientific Research Foundation Project (No.14k035).

含有异喹啉、二氢异喹啉骨架结构的天然产物和药物分子大都具有较好的生物活性.报道以邻炔基芳香醛为原料,在CuI、AgNO3等路易斯酸的催化下,与不同的含氮化合物发生串联反应分别得到异喹啉、苯并噁嗪并异喹啉以及吡唑并异喹啉等化合物,反应条件温和,操作简便,催化剂廉价易得.

关键词: 异喹啉, 苯并噁嗪并异喹啉, 吡唑并异喹啉, 邻炔基醛, 串联反应

The isoquinoline and dihydroisoquinoline ring systems are found as the core nucleus in a wide variety of natural products and pharmaceutical agents with good biologically activity. Isoquinoline, benzoxazine-fused isoquinlines and pyrazo-lo[5,1-a]isoquinolines are prepared from o-alkynyl aldehydes and nitrogen-containing compounds via tandem reactions catalyzed by CuI or AgNO3. The reactions have some advantages, such as mild reaction conditions, simple operation and easily available catalysts.

Key words: isoquinoline, benzoxazine-fused isoquinlines, pyrazolo[5,1-a]isoquinolines, o-alkynyl aldehydes, tandem reaction