有机化学 ›› 2016, Vol. 36 ›› Issue (7): 1706-1711.DOI: 10.6023/cjoc201512025 上一篇    下一篇

研究简报

室温条件下无溶剂、无催化剂、绿色快速合成8-芳基-5,7,7-三氰基异喹啉衍生物

高亚年, 张梦烨, 钱海燕, 谢倩雯, 陈明, 徐双双, 荣良策   

  1. 江苏师范大学化学化工学院 徐州 221116
  • 收稿日期:2015-12-20 修回日期:2016-02-25 发布日期:2016-03-11
  • 通讯作者: 荣良策 E-mail:lcrong@jsnu.edu.cn,lcrong2005@yahoo.com
  • 基金资助:

    国家自然科学基金(No.21571087)和江苏高校品牌专业建设工程资助项目.

A Rapid and Green Synthesis of 8-Aryl-5,7,7-tricyanoisoquinoline Derivatives at Room Temperature under Solvent-Free and Catalyst-Free Conditions

Gao Yanian, Zhang Mengye, Qian Haiyan, Xie Qianwen, Chen Ming, Xu Shuangshuang, Rong Liangce   

  1. School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou 221116
  • Received:2015-12-20 Revised:2016-02-25 Published:2016-03-11
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21571087), and the Brand Major of Universities in Jiangsu Province.

芳醛、丙二腈和N-取代-4-哌啶酮在室温下,无溶剂、无催化剂反应,方便、快速地合成8-芳基-5,7,7-三氰基异喹啉衍生物. N-乙基-4-哌啶酮是首次应用于合成6-氨基-2-乙基-8-芳基-5,7,7(1H)-三氰基-2,3,8,8a-四氢异喹啉化合物. 本方法具有反应条件温和、原料易得、操作简单、产率高、反应时间短,过程绿色等优点. 产物的结构经过红外、核磁和高分辨质谱确定. 本报道的方法是合成异喹啉类化合物的一条有效途径.

关键词: 异喹啉, N-乙基-4-哌啶酮, N-乙氧羰基-4-哌啶酮, 绿色合成

A facile and rapid synthesis of 8-aryl-5,7,7-tricyanoisoquinoline derivatives from the reaction of aromatic aldehydes, malononitrile, and N-substituted-4-piperidones at room temperature under solvent-free and catalyst-free conditions. The N-ethylpiperidin-4-one was first used for the synthesis of 6-amino-2-ethyl-8-aryl-2,3,8,8a-tetrahydroisoquinoline-5,7,7(1H)- tricarbonitrile derivatives. This method offers several advantages in terms of its mild conditions, available raw materials, simple operation, high yields, short reaction time and green process. The products were identified by IR, 1H NMR and HRMS. The reported method is the efficient approach for the synthesis of isoquinoline derivatives.

Key words: isoquinoline, N-ethylpiperidin-4-one, ethyl 4-oxopiperidine-N-carboxylate, green synthesis