Efficient One-Pot Synthesis of 3,3-Dimethyl-diphenyl-2,4-dioxa-8,10-diazaspiro[5.5]undecane-1,5-dione-9-thione Derivatives

doi:10.6023/cjoc201510009

Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (5): 1099-1103.DOI: 10.6023/cjoc201510009 Previous Articles Next Articles

NOTE

3,3-二甲基-二苯基-2,4-氧杂-8,10-氮杂螺[5.5]十一烷-1,5-二酮-9-硫酮衍生物的有效合成

许招会^a, 周鹏^b, 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:2015-10-10 修回日期:2015-12-03 发布日期:2016-01-21
通讯作者: 许招会 E-mail:gotoxzh@163.com
基金资助:
国家科技攻关计划(No.2001BA323C)和江西省研究生创新基金(No.YC2015-B023)资助项目.

Efficient One-Pot Synthesis of 3,3-Dimethyl-diphenyl-2,4-dioxa-8,10-diazaspiro[5.5]undecane-1,5-dione-9-thione Derivatives

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

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

Received:2015-10-10 Revised:2015-12-03 Published:2016-01-21
Supported by:
Project supported by the National Science and Technology Project (No. 2001BA323C) and the Graduate Innovation Foundation of Jiangxi Province (No. YC2015-B023).

1. Efficient One-Pot Synthesis of 3,3-Dimethyl-diphenyl-2,4-dioxa-8,10-diazaspiro[5.5]undecane-1,5-dione-9-thione Derivatives.PDF(243KB)

Abstract

Six kinds of 3,3-dimethyl-diphenyl-2,4-dioxa-8,10-diazaspiro[5.5]-undecane-1,5-dione-9-thione derivatives were sythesized by the three component one-pot reaction of aromatic aldehydes with thiourea and 2,2-dimethyl-1,3-dio-xane-4,6-dione in the presence of molecular iodine under solvent-free conditions. The results indicated that the yields ranged from 73% to 91% at 80 ℃ for 3.0~6.0 h using 10 mol% iodine (relative to the substrate of 2,2-dimethyl-1,3-dioxane-4,6-dione). Furthermore, the present procedure with high yields was milder conditions and simpler post-treatment process.

Key words: molecular iodine, solvent-free, three component condensation reaction, spiro hetrobicyclic compounds

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Xu Zhaohui, Zhou Peng, Liu Deyong. Efficient One-Pot Synthesis of 3,3-Dimethyl-diphenyl-2,4-dioxa-8,10-diazaspiro[5.5]undecane-1,5-dione-9-thione Derivatives[J]. Chin. J. Org. Chem., 2016, 36(5): 1099-1103.

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3,3-二甲基-二苯基-2,4-氧杂-8,10-氮杂螺[5.5]十一烷-1,5-二酮-9-硫酮衍生物的有效合成

Efficient One-Pot Synthesis of 3,3-Dimethyl-diphenyl-2,4-dioxa-8,10-diazaspiro[5.5]undecane-1,5-dione-9-thione Derivatives

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