Three-Component Condensation for the Construction of Novel Spirooxindoles

Fei Ji; Mu Sun; Mei-fang Lv; Wen-bin Yi; Chun Cai

doi:10.1055/s-0032-1316836

Synthesis, Table of Contents

Synthesis 2013; 45(3): 375-381
DOI: 10.1055/s-0032-1316836

paper

Three-Component Condensation for the Construction of Novel Spirooxindoles

Authors

Fei Ji

Chemical Engineering College, Nanjing University of Science and Technology, Nanjing 210094, P. R. of China Fax: +86(25)84315030 Email: c.cai@mail.njust.edu.cn
Mu Sun

Chemical Engineering College, Nanjing University of Science and Technology, Nanjing 210094, P. R. of China Fax: +86(25)84315030 Email: c.cai@mail.njust.edu.cn
Mei-fang Lv

Chemical Engineering College, Nanjing University of Science and Technology, Nanjing 210094, P. R. of China Fax: +86(25)84315030 Email: c.cai@mail.njust.edu.cn
Wen-bin Yi

Chemical Engineering College, Nanjing University of Science and Technology, Nanjing 210094, P. R. of China Fax: +86(25)84315030 Email: c.cai@mail.njust.edu.cn
Chun Cai*

Chemical Engineering College, Nanjing University of Science and Technology, Nanjing 210094, P. R. of China Fax: +86(25)84315030 Email: c.cai@mail.njust.edu.cn

Abstract

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Abstract

A new route for the synthesis of novel spirooxindoles from isocyanides, dialkyl acetylenedicarboxylates, and N-substituted isatylidene derivatives through [3+2] cycloaddition has been developed. This method has several advantages, such as high regioselectivity, high yields, readily available starting materials, and one-pot operations. The synthetic alkyne-containing spirooxindoles could also be used in the selective synthesis of triazole-containing spirocyclic compounds using a copper azide–alkyne cycloaddition (CuAAC) reaction.

Key words

multicomponent reaction - spirooxindoles - [3+2] cycloaddition - CuAAC reaction - triazoles

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References

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