Chemoselective Synthesis of 1-Substituted 4-Amino-2-(trifluoromethyl)-1H-pyrroles through the Heterocyclization Reaction of 4-Methoxy-5-bromo-1,1,1-trifluoropent-3-en-2-ones with Amines

被引:19
|
作者
Aquino, Estefania da C. [1 ]
Leonel, Guilherme [1 ]
Gariboti, Vanessa C. [1 ]
Frizzo, Clarissa P. [1 ]
Martins, Marcos A. P. [1 ]
Bonacorso, Helio G. [1 ]
Zanatta, Nilo [1 ]
机构
[1] Univ Fed Santa Maria, Dept Quim, Nucleo Quim Heterociclos NUQUIMHE, BR-97105900 Santa Maria, RS, Brazil
来源
JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 80卷 / 24期
关键词
ONE-POT SYNTHESIS; SUBSTITUTED PYRROLES; KETONES; DERIVATIVES; CHEMISTRY; ANALOGS;
D O I
10.1021/acs.joc.5b02320
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A concise method to synthesize 1-substituted 4-amino-2-(trifluoromethyl)-1H-pyrroles from the heterocyclization reaction of 5-bromo-4-methoxy-1,1,1-trifluoropent-3-en-2-ones with amines is described. This method has the following advantages: it uses a wide range of primary amines, starting materials are easily available, it is simple to perform, the reaction conditions are mild, it is environmentally friendly, and it furnishes yields of up to 98%.
引用
收藏
页码:12453 / 12459
页数:7
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