有机化学 ›› 2014, Vol. 34 ›› Issue (5): 1006-1009.DOI: 10.6023/cjoc201311036 上一篇    下一篇

研究简报

方便、有效的方法合成2-氨基-1,3-二氰基-4-芳基-5,6,7,8,9,10,11,12,13,14-十氢苯并[12]轮烯衍生物

谢瑞伦a, 宗志敏a, 魏贤勇a, 高亚年b, 陈明b, 荣良策b   

  1. a 中国矿业大学化工学院 徐州 221008;
    b 江苏师范大学化学化工学院 徐州 221116
  • 收稿日期:2013-11-21 修回日期:2014-01-10 出版日期:2014-05-25 发布日期:2014-01-22
  • 通讯作者: 宗志敏,荣良策 E-mail:zong_zhimin@163.com;lcrong@jsnu.edu.cnorlcrong2005@yahoo.com
  • 基金资助:

    国家自然科学基金(No. 20936007,51134021,51074153,21276268)和国家基础研究计划(Nos. 2011CB201302,2012CB215302)资助项目.

A Facile and Efficient Synthesis of 2-Amino-1,3-dicarbonitrile-4-aryl-5,6,7,8,9,10,11,12,13,14-decahydrobenzo[12]annulene Derivatives

Xie Ruiluna, Zong Zhimina, Wei Xianyonga, Gao Yanianb, Cheng Mingb, Rong Liangceb   

  1. a School of Chemical Engineering and Technology, China University of Mining and Technology, Xuzhou 221008;
    b College of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou 221116
  • Received:2013-11-21 Revised:2014-01-10 Online:2014-05-25 Published:2014-01-22
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 20936007, 51134021, 51074153, 21276268), the National Basic Research Program of China (Nos. 2011CB201302, 2012CB215302).

芳香醛、环十二酮和丙二腈在苄胺存在下于95%乙醇中反应,方便地合成了一系列2-氨基-1,3-二氰基-4-芳基-5,6,7,8,9,10,11,12,13,14-十氢苯并[12]轮烯衍生物,苄胺作为碱催化此类的反应还未见报道. 产物的结构经过红外、核磁和高分辨质谱确定. 本方法具有反应时间短、容易操作、产率高等优点,是合成此类化合物的一条有效途径.

关键词: 轮烯, 环十二酮, 丙二腈, 多组分反应

A facile and efficient synthesis of 2-amino-1,3-dicarbonitrile-4-aryl-5,6,7,8,9,10,11,12,13,14-decahydrobenzo[12]-annulene derivatives by the reaction of aromatic aldehydes, cyclododecanone, and malononitrile in the presence of benzylamine in 95% EtOH is reported. Benzyamine as base to catalyze this kind of reaction has not been reported. This protocol has the advantages of short reaction time, mild conditions, and easy work-up. The products were identified by IR, 1H NMR and HRMS. The reported method is the efficient approach for the synthesis of these compounds.

Key words: annulene, cyclododecanone, malononitrile, multicomponent reactions