Efficient One-Pot Synthesis of Diphenyl-2,4-dioxa-8,10-diazaspiro-[5.5]undecane-1,5,9-trione Derivatives under Solvent-Free and Catalyst-Free

doi:10.6023/cjoc201601032

Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (8): 1948-1953.DOI: 10.6023/cjoc201601032 Previous Articles Next Articles

NOTE

无溶剂、无催化剂有效合成二苯基-2,4-氧杂-8,10-氮杂螺[5.5]十一烷-1,5,9-三酮衍生物

许招会^a, 周鹏^b, 林春花^a, 刘德永^a

a 江西师范大学化学化工学院南昌 330022;
b 南昌理工学院新能源与环境工程学院南昌 330029

收稿日期:2016-01-23 修回日期:2016-03-22 发布日期:2016-04-07
通讯作者: 许招会 E-mail:gotoxzh@163.com
基金资助:
国家自然科学基金（No. 20566004）和江西省研究生创新基金（No. YC2015-B023）资助项目.

Efficient One-Pot Synthesis of Diphenyl-2,4-dioxa-8,10-diazaspiro-[5.5]undecane-1,5,9-trione Derivatives under Solvent-Free and Catalyst-Free

Xu Zhaohui^a, Zhou Peng^b, Lin Chunhua^a, Liu Deyong^a

a Chemistry and Chemical Engineering Department, Jiangxi Normal University, Nanchang 330022;
b School of New Energy and Enviroment Engineering, Nanchang Institute of Technology, Nanchang 330029

Received:2016-01-23 Revised:2016-03-22 Published:2016-04-07
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 20566004) and the Graduate Innovation Foundation of Jiangxi Province (No. YC2015-B023).

1. Efficient One-Pot Synthesis of Diphenyl-2,4-dioxa-8,10-diazaspiro-[5.5]undecane-1,5,9-trione Derivatives under Solvent-Free and Catalyst-Free.PDF(1377KB)

Abstract

Twelve kinds of diphenyl-2,4-dioxa-8,10-diazaspiro[5.5]undecane-1,5,9-trione derivatives were synthesized by the three-component one-pot reaction of aromatic aldehydes with urea and 2,2-butylidene-1,3-dioxane-4,6-dione or 2,2-pentyli- dene-1,3-dioxane-4,6-dione under solvent-free and catalyst-free. The yields ranged from 49% to 63%. Its advantages were no solvent pollution and mild reaction conditions. Furthermore, a proposed reaction mechanism for this condensation reaction was speculated and the relationship between reaction speed and substituent groups was also described. All the compounds synthesized were confirmed by ¹H NMR, ¹³C NMR, ESI-MS and IR techniques.

Key words: three-component reaction, diphenyl-2,4-dioxa-8,10-diazaspiro[5.5]undecane-1,5,9-trione derivatives, solvent- free, catalyst-free

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Xu Zhaohui, Zhou Peng, Lin Chunhua, Liu Deyong. Efficient One-Pot Synthesis of Diphenyl-2,4-dioxa-8,10-diazaspiro-[5.5]undecane-1,5,9-trione Derivatives under Solvent-Free and Catalyst-Free[J]. Chin. J. Org. Chem., 2016, 36(8): 1948-1953.

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无溶剂、无催化剂有效合成二苯基-2,4-氧杂-8,10-氮杂螺[5.5]十一烷-1,5,9-三酮衍生物

Efficient One-Pot Synthesis of Diphenyl-2,4-dioxa-8,10-diazaspiro-[5.5]undecane-1,5,9-trione Derivatives under Solvent-Free and Catalyst-Free

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