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

被引：109

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

页码：15106 / 15117

页数：12

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