A One-Pot, Multicomponent Synthesis of Trifluoromethylated Spiropiperidines under Catalyst-Free Conditions

Wei Shi; Yang Wang; Yingjun Zhu; Min Zhang; Liping Song; Hongmei Deng

doi:10.1055/s-0035-1562433

Synthesis, Inhaltsverzeichnis

Synthesis 2016; 48(20): 3527-3536
DOI: 10.1055/s-0035-1562433

paper

A One-Pot, Multicomponent Synthesis of Trifluoromethylated Spiropiperidines under Catalyst-Free Conditions

Autoren

Wei Shi

^aDepartment of Chemistry, School of Science, Shanghai University, 99 Shangda Road, Shanghai 200444, P. R. of China
Yang Wang

^aDepartment of Chemistry, School of Science, Shanghai University, 99 Shangda Road, Shanghai 200444, P. R. of China
Yingjun Zhu

^aDepartment of Chemistry, School of Science, Shanghai University, 99 Shangda Road, Shanghai 200444, P. R. of China
Min Zhang

^aDepartment of Chemistry, School of Science, Shanghai University, 99 Shangda Road, Shanghai 200444, P. R. of China
Liping Song*

^aDepartment of Chemistry, School of Science, Shanghai University, 99 Shangda Road, Shanghai 200444, P. R. of China

^bKey Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, P. R. of China
Hongmei Deng

^cLaboratory for Microstructures, Shanghai University, Shanghai, 200444, P. R. of China eMail: lpsong@shu.edu.cn

Abstract

Alle Artikel dieser Rubrik

Abstract

A convenient, efficient, one-pot strategy for the synthesis of structurally diverse trifluoromethylated spirotetrahydropyridine-3-carboxylate derivatives is disclosed by taking advantage of a four-component reaction involving arylidene isoxazol-5-ones, aromatic aldehydes, ethyl 4,4,4-trifluoro-3-oxobutanoate and ammonium acetate. Additionally, a more consecutive approach to the same products is achieved via a one-pot, multicomponent reaction. The protocol allows easy access to trifluoromethylated spiroheterocycles in moderate to good yields under mild and catalyst-free conditions.

Key words

fluorinated heterocycles - Michael addition - spiropiperidines - catalyst-free - multicomponent reactions

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Referenzen

References

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