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
收藏
页码：2891 / 2897
页数：7
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