Difluoro-Substituted Bicyclo[1.1.1]pentanes for Medicinal Chemistry: Design, Synthesis, and Characterization

被引：101
作者：
Bychek, Roman M. [1 ]
Hutskalova, Valeriia [1 ,2 ]
Bas, Yuliya P. [2 ]
Zaporozhets, Olga A. [2 ]
Zozulya, Sergey [1 ,3 ]
Levterov, Vadym V. [1 ]
Mykhailiuk, Pavel K. [1 ,2 ]
机构：
[1] Enamine Ltd, Chervonotkatska 78, UA-02094 Kiev, Ukraine
[2] Taras Shevchenko Natl Univ Kyiv, Chem Dept, Volodymyrska 64, UA-01601 Kiev, Ukraine
[3] Bienta, Chervonotkatska 78, UA-02094 Kiev, Ukraine
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 23期
关键词：
ACTIVE-SITE; C-F; FLUORINE; PEPTIDE; ARYLATION; PROTOCOL; LABEL;
D O I：
10.1021/acs.joc.9b01947
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A practical synthetic approach to the difluoro-substituted bicyclo[1.1.1]pentanes was developed. The key step was an addition of difluorocarbene (:CF2) to electron-rich bicyclo[1.1.0]butanes by the CF3TMS/NaI system. The obtained difluoro-bicyclo[1.1.1]pentanes are suggested to be used as saturated bioisosteres of benzene rings for the purpose of drug discovery projects.
引用
收藏
页码：15106 / 15117
页数：12
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