有机化学 ›› 2017, Vol. 37 ›› Issue (1): 213-217.DOI: 10.6023/cjoc201606021 上一篇    下一篇

研究简报

无溶剂合成新亚甲胺型叶立德:1-二氨基亚甲基铵(芳基)甲基-4,4-二甲基-2,6-二氧代-1-环己烷化合物

孟智颖, 顾萌萌, 汪梦瑶, 许静, 高旭, 郝甘露, 荣良策   

  1. (江苏师范大学化学化工学院 徐州 221116
  • 收稿日期:2016-06-13 修回日期:2016-08-10 出版日期:2017-01-25 发布日期:2016-09-01
  • 通讯作者: 荣良策 E-mail:lcrong@jsnu.edu.cn,lcrong2005@yahoo.com
  • 基金资助:

    江苏师范大学自然科学基金(No. HXKY2015B001)、江苏省优势学科和江苏省品牌专业建设资助项目.

An Efficient Synthesis of New Azomethine Ylide: 1-(Diaminomethyl-eneammonio)(aryl) methyl-4,4-dimethyl-2,6-dioxocyclohexan-1-ide under Solvent-Free Conditions

Meng Zhiying, Gu Mengmeng, Wang Mengyao, Xu Jing, Gao Xu, Hao Ganlu, Rong Liangce   

  1. School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou 221116
  • Received:2016-06-13 Revised:2016-08-10 Online:2017-01-25 Published:2016-09-01
  • Supported by:

    Project supported by the Natural Science Foundation of Jiangsu Normal University(No. HXKY2015B001), the Priority Academic Program Development of Jiangsu Higher Education Institutions and the Brand Major of Universities in Jiangsu Province.

达米酮、芳醛和碳酸胍在无溶剂条件下,氢氧化钠催化反应,方便、快速地合成1-二氨基亚甲基铵(芳基)甲基-4,4-二甲基-2,6-二氧代-1-环己烷化合物.这是一种新的亚甲胺型叶立德结构化合物.本方法具有操作简单、反应时间短、过程绿色等优点,是合成亚甲胺叶立德一条有效途径.产物的结构经过红外,核磁氢谱、碳谱和高分辨质谱确定.化合物4a通过分子单晶衍射进一步确证.

关键词: 达米酮, 碳酸胍, 亚甲胺叶立德, 绿色合成

The zwitterionic compounds 1-(diaminomethyleneammonio)(aryl) methyl-4,4-dimethyl-2,6-dioxocyclohexan-1-ides were synthesized from the reaction of dimedone,aromatic aldehydes and guanidine carbonate catalyzed by NaOH under solvent-free conditions.This is the new type azomethine ylide compound that has not been reported previously.The other advantages of this reaction were simple operation,short reaction time,and environmental friendly.The products were identified by 1H NMR,13C NMR,IR and HRMS,and that of 4a was additionally confirmed by X-ray diffraction analysis.This reported approach is an effective way for the synthesis of azomethine ylide.

Key words: dimedone, guanidine carbonate, azomethine ylide, green synthesis