One-Pot Three-Component Synthesis of Spiroheterocycles Cata-lyzed by Basic Ionic Liquids in Aquous Media

Chin. J. Org. Chem. ›› 2011, Vol. 31 ›› Issue (11): 1901-1904. Previous Articles Next Articles

Notes

水介质中碱性离子液体催化下一锅三组分合成螺杂环衍生物

郭红云*，田金金

(浙江工业大学化学工程与材料学院杭州 310014)

收稿日期:2010-09-02 修回日期:2010-11-12 发布日期:2011-06-01
通讯作者: 郭红云 E-mail:guohy63@163.com

One-Pot Three-Component Synthesis of Spiroheterocycles Cata-lyzed by Basic Ionic Liquids in Aquous Media

GUO Hong-Yun, TIAN Jin-Jin

(College of Chemical Engineering and Material Science, Zhejiang University of Technology, Hangzhou 310014)

Received:2010-09-02 Revised:2010-11-12 Published:2011-06-01

A series of spiroheterocycles were synthesized by a three component, one pot condensation of acenaphthylene-1,2-dione, malononitrile/ethyl cyanoacetate and β-diketone using [bmim][OH] as a novel basic ionic liquid catalyst. The products were identified by ¹H NMR, IR and MS techniques. The present methodology offers several advantages such as milder conditions, simple operation, shorter reaction time, environmental friendliness and accessibility of catalyst.

Key words: basic ionic liquid, one pot, three component, spiroheterocycle

Cite this article

GUO Hong-Yun, TIAN Jin-Jin. One-Pot Three-Component Synthesis of Spiroheterocycles Cata-lyzed by Basic Ionic Liquids in Aquous Media[J]. Chin. J. Org. Chem., 2011, 31(11): 1901-1904.

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

[1]	Wei Fan. O₂-Enabled C—H Imination of Five-Membered Cyclic Enamines [J]. Chinese Journal of Organic Chemistry, 2023, 43(7): 2492-2498.
[2]	Dongping Chen, Chunhong Yang, Ming Li, Guoxiao Zhao, Wenpeng Wang, Xicun Wang, Zhengjun Quan. Recent Progress on Arylation with Aryne through Three-Component Reaction [J]. Chinese Journal of Organic Chemistry, 2023, 43(2): 503-525.
[3]	Keli Wang, Jing Huang, Wei Liu, Zhilin Wu, Xianyong Yu, Jun Jiang, Weimin He. Direct Synthesis of 3-Sulfonylquinolines from N-Propargylanilines with Sulfonyl Chlorides [J]. Chinese Journal of Organic Chemistry, 2022, 42(8): 2527-2534.
[4]	Yong Xu, Yongxing Zhang, Jia Hu, Cheng Chen, Ye Yuan, Francis Verpoort. Synthesis of β-Oxopropylcarbamates Catalyzed by ZnO/Ionic Liquids under Atmospheric CO₂ [J]. Chinese Journal of Organic Chemistry, 2022, 42(8): 2542-2550.
[5]	Ziqi Su, Qi Zhang, Jieqiang Zhao, Tao Zhao, Wenyi Liu, Huiping Wang, Juan Xu, Jiarong Li. An Efficient and Rapid Synthesis of 1H-Pyrazolo[3,4-d]-pyrimidin-4(5H)-one in Water [J]. Chinese Journal of Organic Chemistry, 2021, 41(9): 3701-3709.
[6]	Zhiyu Hu, Guofang Jiang, Zhiqiang Zhu, Bozhen Gong, Zongbo Xie, Zhanggao Le. One-Pot Domino Henry-Friedel-Crafts Alkylation Reaction in Deep Eutectic Solvent [J]. Chinese Journal of Organic Chemistry, 2021, 41(1): 325-332.
[7]	Zhao Xinyu, Ding Yangyang, Lü Yingtao, Kang Congmin. Research Progress on Green Synthesis of Imidazo[1,2-a]pyridine Compounds [J]. Chin. J. Org. Chem., 2019, 39(5): 1304-1315.
[8]	Zhang Wei, Hu Chenxu, Zhou Xiangge. Synthesis of N,N-Dimethyl Benzamide and Benzonitriles through Copper-Catalyzed One-Pot Reaction [J]. Chin. J. Org. Chem., 2017, 37(5): 1246-1251.
[9]	Zhang Qingyang, Wang Xiaojian, Xiao Qiong, Yin Dali. One Pot Solvent-Free Synthesis of Benzodiazepinones Catalyzed by CuI [J]. Chin. J. Org. Chem., 2017, 37(4): 954-958.
[10]	Zhu Xiaoyu, Zhao Yanan, Lan Liyan, Li Wenze. Enantioselective Organocatalytic Intramolecular Friedel-Crafts Alkylations of Pyrrole-Type Aryloxy-and Arylamino-tethered Enals: Access to a New Class of Pyrrole-Fused Heterocycles [J]. Chin. J. Org. Chem., 2017, 37(12): 3163-3169.
[11]	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.
[12]	Chang Qing, Kang Juan, Zhang Weigang, Wang Juanjuan, Huang Danfeng, Wang Kehu, Su Yingpeng, Hu Yulai. Tin-Mediated Preparation of Allylic α-Acylhydrazino Esters [J]. Chin. J. Org. Chem., 2016, 36(12): 2920-2927.
[13]	Jin Haiming, Zou Liang, Chen Nanyu, Sun Yuanyuan, Luo Shuping, Henrik Junge, Matthias Beller. Design and Synthesis of Novel 1,10-Phenanthroline Derivatives [J]. Chin. J. Org. Chem., 2015, 35(8): 1792-1796.
[14]	Xu Zhaohui, Tu Yuanhong. Solvent-Free Synthesis of Spiro Heterobicyclic Derivatives under Ultrasonic Irradiation with Dawson-Type Tungsten Vanado Phosphoric Heteropoly Acid as Catalyst [J]. Chin. J. Org. Chem., 2015, 35(6): 1357-1362.
[15]	Xu Zhaohui. Solvent-Free Synthesis of 5-[(Indol-3-yl)-methyl]-2,2-dimethyl-1,3- dioxane-4,6-dione Derivatives under Ultrasonic Irradiation with Succinimide-N-sulfonic Acid Cerium as Catalyst [J]. Chin. J. Org. Chem., 2014, 34(8): 1687-1691.

水介质中碱性离子液体催化下一锅三组分合成螺杂环衍生物

One-Pot Three-Component Synthesis of Spiroheterocycles Cata-lyzed by Basic Ionic Liquids in Aquous Media

PDF

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments