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

doi:10.6023/cjoc201606021

Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (1): 213-217.DOI: 10.6023/cjoc201606021 Previous Articles Next Articles

NOTE

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

(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 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

School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou 221116

Received:2016-06-13 Revised:2016-08-10 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.

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

Cite this article

Meng Zhiying, Gu Mengmeng, Wang Mengyao, Xu Jing, Gao Xu, Hao Ganlu, Rong Liangce. An Efficient Synthesis of New Azomethine Ylide: 1-(Diaminomethyl-eneammonio)(aryl) methyl-4,4-dimethyl-2,6-dioxocyclohexan-1-ide under Solvent-Free Conditions[J]. Chin. J. Org. Chem., 2017, 37(1): 213-217.

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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

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

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