A Facile and Efficient One-Pot Synthesis of Seven-Membered Sulfur Heterocyclic Compounds Using [bmim]OH as Catalyst and Solvent

Chin. J. Org. Chem. ›› 2011, Vol. 31 ›› Issue (10): 1607-1612. Previous Articles Next Articles

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碱性离子液体[bmim]OH促进一锅串联合成七元硫杂环化合物

娄凤文¹，周建峰*^,1，林贤福²，陈志春²

(¹淮阴师范学院化学化工学院江苏省低维材料化学重点建设实验室淮安 223300)
(²浙江大学化学系杭州 310027)

收稿日期:2010-12-30 修回日期:2011-04-11 发布日期:2011-05-03
通讯作者: 周建峰 E-mail:jfchou@126.com

A Facile and Efficient One-Pot Synthesis of Seven-Membered Sulfur Heterocyclic Compounds Using [bmim]OH as Catalyst and Solvent

Lou Fengwen¹ Zhou Jianfeng*^,1 Lin Xianfu² Chen Zhichun²

(¹Jiangsu Province Key Laboratory for Chemistry of Low Dimensional Materials, School of Chemis-try & Chemical Engineering, Huaiyin Normal University, Huaian 223300)
(²Department of Chemistry, Zhejiang University, Hangzhou 310027)

Received:2010-12-30 Revised:2011-04-11 Published:2011-05-03

A rapid method for the straight chain addition of thiols to vinyl acrylates was developed by using basic ionic liquid [bmim]OH as catalyst and solvent. The basic ionic liquid used as catalyst for the cascade reaction of Michael addition and intramolecular addition-elimination reaction in one pot was applied to synthesize a series of sulfur heterocycles bearing lactone or lactam functional groups. In this paper, 18 compounds were synthesized including 12 Michael adducts and 6 sulfur heterocycles. These compounds were characterized by ¹H NMR and ¹³C NMR spectra.

Key words: [bmim]OH, thiol, vinyl acrylate, heterocyclic compound, selectivity

CLC Number:

O629

Cite this article

LOU Feng-Wen, ZHOU Jian-Feng, LIN Xian-Fu, CHEN Zhi-Chun. A Facile and Efficient One-Pot Synthesis of Seven-Membered Sulfur Heterocyclic Compounds Using [bmim]OH as Catalyst and Solvent[J]. Chin. J. Org. Chem., 2011, 31(10): 1607-1612.

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碱性离子液体[bmim]OH促进一锅串联合成七元硫杂环化合物

A Facile and Efficient One-Pot Synthesis of Seven-Membered Sulfur Heterocyclic Compounds Using [bmim]OH as Catalyst and Solvent

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