Synthesis of Isomeric 6-Trifluoromethyl-3-azabicyclo[3.1.0]hexanes: Conformationally Restricted Analogues of 4-Trifluoromethylpiperidine

被引:39
作者
Artamonov, Olexiy S. [1 ]
Slobodyanyuk, Evgeniy Y. [2 ,3 ,4 ]
Shishkin, Oleg V. [5 ]
Komarov, Igor V. [2 ,3 ,4 ]
Mykhailiuk, Pavel K. [2 ,3 ,4 ]
机构
[1] Natl Acad Sci Ukraine, Inst Organ Chem, UA-02660 Kiev 94, Ukraine
[2] Enamine Ltd, UA-01103 Kiev, Ukraine
[3] Dept Chem, UA-01033 Kiev, Ukraine
[4] Kyiv Natl Taras Shevchenko Univ, UA-01033 Kiev, Ukraine
[5] Natl Acad Sci, Inst Single Crystals, STC, UA-61001 Kharkov, Ukraine
来源
SYNTHESIS-STUTTGART | 2013年 / 45卷 / 02期
关键词
amines; trifluoromethyl group; cyclopropane; 4-trifluoromethylpiperidine; drug design; ESTROGEN-RECEPTOR LIGANDS; MULTIGRAM SYNTHESIS; DIHYDROBENZOXATHIIN SERAMS; TRIFLUOROMETHYL GROUP; MEDICINAL CHEMISTRY; FLUORINE; CYCLOPROPANES; DERIVATIVES; DESIGN; ROUTE;
D O I
10.1055/s-0032-1316831
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two isomeric conformationally restricted analogues of 4-trifluoromethylpiperidine were designed. The synthesis was performed in four steps from commercially available N-benzylmaleimide. The key reaction was the [3+2] cycloaddition between trifluoromethyldiazomethane and N-benzylmaleimide.
引用
收藏
页码:225 / 230
页数:6
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