Citation: Zhou Guan, Liang Guochao, Zhong Yifan, Han Xiaoyan, Chen Guofeng, Song Yali. Ultrasound Promoted Synthesis of Novel Substituted Spirooxindole Compounds Containing Thiochroman Moiety with Antifungal Activity[J]. Chinese Journal of Organic Chemistry, ;2015, 36(1): 143-150. doi: 10.6023/cjoc201508007 shu

Ultrasound Promoted Synthesis of Novel Substituted Spirooxindole Compounds Containing Thiochroman Moiety with Antifungal Activity

Zhou Guan ^a,b ,
Liang Guochao ^a,b ,
Zhong Yifan ^a,b ,
Han Xiaoyan ^a,b ,
Chen Guofeng ^c ,
Song Yali ^a,b,*,,

a.
Key Laboratory of Pharmaceutical Quality Control of Hebei Province, College of Pharmaceutical Sciences, Hebei University, Baoding 071002
b.
Key Laboratory of Medicinal Chemistry and Molecular Diagnosis, Ministry of Education, Hebei University, Baoding 071002
c.
College of Chemistry and Environmental Science, Hebei University, Baoding 071002

Corresponding author: Song Yali, yalisong@hbu.edu.cn
Received Date: 6 August 2015
Revised Date: 23 September 2015

Fund Project: the Open Project Program of Key Laboratory of Pharmaceutical Quality Control of Hebei Province, the National Major Scientific and Technological Special Project for 'Significant New Drugs Development' 2012ZX09103-101-057

Figures(1)

A rapid and efficient ultrasound-promoted one-pot synthesis of 2'-amino-2-oxo-5'H-spiro[indoline-3, 4'-thiochromeno[4, 3-b]pyran]-3'-carbonitrile compounds by one-pot three-component reaction had been developed. Structures of all products were characterized by ¹H NMR, ¹³C NMR and HRMS. The effect of ultrasound on yield and reaction time had been studied to understand the role of ultrasound in the reaction. The antifungal activity was determined by micro dilution method. Compound 4f exhibited inhibitory activity to Cryptococcus neoformans, Epidermophyton floccosum and Mucor racemosus better than the positive control drug fluconazole.
- thiochromanone,
- ultrasound,
- spirooxindole,
- one-pot three-component reaction,
- antifungal activity
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