"Reported, but Still Unknown." A Closer Look into 3,4-Bis- and 3,4,5-Tris(trifluoromethyl)pyrazoles

被引：55

作者：

Gerus, Igor I. ^{[1
,2
]}

Mironetz, Roman X. ^{[2
]}

Kondratov, Ivan S. ^{[1
,2
]}

Bezdudny, Andrei V. ^{[1
,3
]}

Dmytriv, Yurii V. ^{[1
,3
]}

Shishkin, Oleg V. ^{[5
]}

Starova, Viktoriia S. ^{[4
]}

Zaporozhets, Olga A. ^{[4
]}

Tolmachev, Andrey A. ^{[1
,4
]}

Mykhailiuk, Pavel K. ^{[1
,4
]}

机构：

[1] Enamine Ltd, UA-01103 Kiev, Ukraine

[2] Natl Ukrainian Acad Sci, Inst Bioorgan Chem & Petrochem, UA-02660 Kiev, Ukraine

[3] Natl Acad Sci Ukraine, Inst Organ Chem, UA-02660 Kiev 94, Ukraine

[4] Kyiv Natl Taras Shevchenko Univ, Dept Chem, UA-01033 Kiev, Ukraine

[5] Natl Acad Sci Ukraine, Inst Single Crystalls, STC, UA-61001 Kharkov, Ukraine

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 01期

关键词：

HALOACETYLATED ENOL ETHERS; CATALYZED N-ARYLATION; CYCLOADDITION REACTIONS; BIOLOGICAL EVALUATION; MEDICINAL CHEMISTRY; POSITIVE MODULATORS; INHIBITORY-ACTIVITY; CHANNEL INHIBITORS; FLUORINE; POTENT;

D O I：

10.1021/jo202305c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Straightforward practical synthetic approaches to 3,4-bis- and 3,4,5-tris(trifluoromethyl)pyrazoles have been developed. The key step of the both syntheses is a transformation of the carboxylic group in a pyrazole core into the trifluoromethyl group by sulfur tetrafluoride. The elaborated synthetic protocols allow gram-scale preparation of the target products. The obtained compounds are comprehensively characterized by means of crystallographic analysis, determination of pK(a) values and fluorescence measurements.

引用

页码：47 / 56

页数：10

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