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

doi:10.6023/cjoc201311036

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (5): 1006-1009.DOI: 10.6023/cjoc201311036 Previous Articles Next Articles

Notes

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

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 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 Ruilun^a, Zong Zhimin^a, Wei Xianyong^a, Gao Yanian^b, Cheng Ming^b, Rong Liangce^b

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 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).

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

Cite this article

Xie Ruilun, Zong Zhimin, Wei Xianyong, Gao Yanian, Cheng Ming, Rong Liangce. 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[J]. Chin. J. Org. Chem., 2014, 34(5): 1006-1009.

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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

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

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