Facile Synthesis of Dispiroheterocycles through One-Pot [3+2] Cycloaddition, and Their Antiviral Activity

Min Zhang; Wenbo Yang; Kailu Li; Ke Sun; Jianfen Ding; Liuqing Yang; Chunyin Zhu

doi:10.1055/s-0037-1611900

Synthesis, Table of Contents

Synthesis 2019; 51(20): 3847-3858
DOI: 10.1055/s-0037-1611900

paper

Facile Synthesis of Dispiroheterocycles through One-Pot [3+2] Cycloaddition, and Their Antiviral Activity

Min Zhang∗

^aSchool of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang 212013, P. R. of China Email: zhangmin@ujs.edu.cn Email: zhucycn@gmail.com

^bState Key Laboratory of the Discovery and Development of Novel Pesticide (Shenyang Sinochem Agrochemicals R&D Co. Ltd), Shenyang 110021, P. R. of China

,

Wenbo Yang

^aSchool of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang 212013, P. R. of China Email: zhangmin@ujs.edu.cn Email: zhucycn@gmail.com

,

Kailu Li

^aSchool of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang 212013, P. R. of China Email: zhangmin@ujs.edu.cn Email: zhucycn@gmail.com

,

Ke Sun

^bState Key Laboratory of the Discovery and Development of Novel Pesticide (Shenyang Sinochem Agrochemicals R&D Co. Ltd), Shenyang 110021, P. R. of China

,

Jianfen Ding

^aSchool of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang 212013, P. R. of China Email: zhangmin@ujs.edu.cn Email: zhucycn@gmail.com

,

Liuqing Yang

^aSchool of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang 212013, P. R. of China Email: zhangmin@ujs.edu.cn Email: zhucycn@gmail.com

,

Chunyin Zhu∗

^aSchool of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang 212013, P. R. of China Email: zhangmin@ujs.edu.cn Email: zhucycn@gmail.com

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Abstract

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Abstract

A facile synthesis of novel dispiroheterocycles has been developed through one-pot [3+2] cycloaddition between isatins, amino acids, and aurones. Thirty different dispiroheterocycles were synthesized eusing this method which features mild conditions, convenient operation, and high efficacy. Evaluation of the bioactivity of these dispiroheterocyclic products revealed antiviral activity against tobacco mosaic virus (TMV).

Key words

cycloaddition - isatins - aurones - dispiroheterocycles - antiviral activity

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References

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