A Convenient Route to 1-Alkyl-5-trifluoromethyl-1,2,3-triazole-4-carboxylic Acids Employing a Diazo Transfer Reaction

被引：15

作者：

Iminov, Rustam T. ^{[1
]}

Mashkov, Alexander V. ^{[1
]}

Chalyk, Bohdan A. ^{[2
]}

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

Tverdokhlebov, Anton V. ^{[1
,2
]}

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

Volovenko, Yulian M. ^{[1
]}

Shishkin, Oleg V. ^{[3
]}

Shishkina, Svetlana V. ^{[3
]}

机构：

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

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

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

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 2013卷 / 14期

关键词：

Synthetic methods; Medicinal chemistry; Nitrogen heterocycles; Amines; Azides; Fluorine; BETA-AMINO ACIDS; EFFICIENT SYNTHESIS; 5-FLUOROALKYLATED 1H-1,2,3-TRIAZOLES; BROMODIFLUOROMETHYLATED TRIAZOLE; 1,2,3-TRIAZOLE DERIVATIVES; 1,3-DIPOLAR CYCLOADDITION; FLUORINE; AZIDE; REGIOSELECTIVITY; RUFINAMIDE;

D O I：

10.1002/ejoc.201300030

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of ethyl 3-(alkylamino)-4,4,4-trifluoro-but-2-enoates with mesyl azide in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) gave ethyl 1-alkyl-5-trifluoromethyl-1,2,3-triazole-4-carboxylates in good yields. Further hydrolysis of the ester group afforded the title compounds on a multigram scale.

引用

页码：2891 / 2897

页数：7

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