Multigram Synthesis of Fluoroalkyl-Substituted Pyrazole-4-carboxylic Acids

被引：26

作者：

Iminov, Rustam T. ^{[1
]}

Mashkov, Alexander V. ^{[2
]}

Vyzir, Ivan I. ^{[3
]}

Chalyk, Bohdan A. ^{[1
]}

Tverdokhlebov, Anton V. ^{[1
]}

Mykhailiuk, Pavel K. ^{[1
,2
]}

Babichenko, Ludmila N. ^{[1
,2
]}

Tolmachev, Andrey A. ^{[1
,2
]}

Volovenko, Yulian M. ^{[2
]}

Biitseva, Angelina ^{[2
]}

Shishkin, Oleg V. ^{[4
]}

Shishkina, Svetlana V. ^{[4
]}

机构：

[1] Enamine Ltd, UA-02094 Kiev, Ukraine

[2] Kiev Natl Taras Shevchenko Univ, UA-01033 Kiev, Ukraine

[3] Kiev Polytech Inst, UA-03056 Kiev, Ukraine

[4] NAS Ukraine, Inst Single Crystals, STC, UA-61001 Kharkov, Ukraine

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 2015卷 / 04期

关键词：

Nitrogen heterocycles; Fluorine; Acylation; Carboxylic acids; Cyclization; RH(I)-CATALYZED ENANTIOSELECTIVE HYDROGENATION; CATALYZED HYDROGENATION; ANTIFUNGAL ACTIVITY; DERIVATIVES; FLUORINE; PYRAZOLES; PHARMACEUTICALS; REACTIVITY; ACYLATION; ENAMINES;

D O I：

10.1002/ejoc.201403295

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Acylation of tert-butyl 3-(methylamino)but-2-enoate with fluorinated acetic acid anhydrides occurred at the enamine carbon atom. The reaction of the resulting tert-butyl 3-(methylamino)-2-(RFCO)but-2-enoates with alkyl hydrazines resulted in mixtures of isomeric pyrazoles that were easily separated by column chromatography. The target fluorinated pyrazole-4-carboxylic acids were obtained on a multigram scale.

引用

页码：886 / 891

页数：6

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