Deoxofluorination of Aliphatic Carboxylic Acids: A Route to Trifluoromethyl-Substituted Derivatives

被引：21

作者：

Bugera, Maksym ^{[1
,2
]}

Trofymchuk, Serhii ^{[1
,3
]}

Tarasenko, Karen ^{[1
,2
]}

Zaporozhets, Olga ^{[4
]}

Pustovit, Yurii ^{[1
,3
]}

Mykhailiuk, Pavel K. ^{[1
,4
]}

机构：

[1] Enamine Ltd, Chervonotkatska 78, UA-02094 Kiev, Ukraine

[2] Natl Acad Sci Ukraine, VP Kukhar Inst Bioorgan Chem & Petrochem, Murmanska 1, UA-02094 Kiev, Ukraine

[3] NAS Ukraine, Inst Organ Chem, Murmanskaya 5, UA-02094 Kiev, Ukraine

[4] Taras Shevchenko Natl Univ Kyiv, Dept Chem, Volodymyrska 64, UA-01601 Kiev, Ukraine

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 24期

关键词：

SULFUR-TETRAFLUORIDE; BUILDING-BLOCKS; SOLID-STATE; FLUORINATION; CHEMISTRY; ARYL; SF4;

D O I：

10.1021/acs.joc.9b02596

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A practical method for the synthesis of functionalized aliphatic trifluoromethyl-substituted derivatives from aliphatic acids is developed. The transformation proceeds with sulfur tetrafluoride in the presence of water as a key additive. Compared to previous methods, the reaction gives products with full retention of stereo- and absolute configuration of chiral centers.

引用

页码：16105 / 16115

页数：11

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