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

被引：19

作者：

Shi, Wei ^{[1
]}

Wang, Yang ^{[1
]}

Zhu, Yingjun ^{[1
]}

Zhang, Min ^{[1
]}

Song, Liping ^{[1
,2
]}

Deng, Hongmei ^{[3
]}

机构：

[1] Shanghai Univ, Sch Sci, Dept Chem, 99 Shangda Rd, Shanghai 200444, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, 354 Fenglin Rd, Shanghai 200032, Peoples R China

[3] Shanghai Univ, Lab Microstruct, Shanghai 200444, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2016年 / 48卷 / 20期

基金：

中国国家自然科学基金;

关键词：

fluorinated heterocycles; Michael addition; spiropiperidines; catalyst-free; multicomponent reactions; 3-COMPONENT SYNTHESIS; CHEMISTRY; ISOXAZOLE; FLUORINE; FACILE; AMINE;

D O I：

10.1055/s-0035-1562433

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：3527 / 3536

页数：10

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