Fluorohalogenation of gem-Difluoroalkenes: Synthesis and Applications of α-Trifluoromethyl Halides

被引：23

作者：

Liu, Chi ^{[1
]}

Zhu, Chuanle ^{[1
]}

Cai, Yingying ^{[1
]}

Yang, Zhiyi ^{[1
]}

Zeng, Hao ^{[1
]}

Chen, Fulin ^{[1
]}

Jiang, Huanfeng ^{[1
]}

机构：

[1] South China Univ Technol, Sch Chem & Chem Engn, Key Lab Funct Mol Engn Guangdong Prov, Guangzhou 510640, Peoples R China

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2020年 / 26卷 / 09期

基金：

中国国家自然科学基金;

关键词：

alkenes; alpha-trifluoromethyl carbanion; dihalogenation; fluorination; potassium fluoride; SELECTIVE SYNTHESIS; FLUORINE; ALKENES; DIHALOGENATION; REGIO; DIFUNCTIONALIZATION; FLUOROARYLATION; ELECTROPHILES; CHLORINATION; HALOGENATION;

D O I：

10.1002/chem.201905445

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel strategy for 1,2-dihalogenation of alkenes is reported that occurs through a sequential nucleophilic halide addition and electrophilic halogenation. By trapping the in situ generated unstable alpha-trifluoromethyl carbanion intermediates derived from the nucleophilic fluoride addition to electron-poor gem-difluoroalkenes, this fluorohalogenation of gem-difluoroalkenes with electrophilic haloalkynes affords various useful alpha-trifluoromethyl halides in high yields. A pesticidal active compound and various attractive trifluromethylated molecules could be smoothly synthesized from these obtained alpha-trifluoromethyl halides.

引用

页码：1953 / 1957

页数：5

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