Iron-Catalyzed Cross-Coupling Reactions between Arylzinc Reagents and Alkyl Halides Bearing β-Fluorines

被引：44

作者：

Lin, Xiaowei ^{[1
]}

Zheng, Feng ^{[1
]}

Qing, Feng-Ling ^{[1
,2
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China

[2] Donghua Univ, Coll Chem Chem Engn & Biotechnol, Shanghai 201620, Peoples R China

来源：

ORGANOMETALLICS | 2012年 / 31卷 / 04期

基金：

中国国家自然科学基金;

关键词：

ALKENYL GRIGNARD-REAGENTS; ORGANIC-SYNTHESIS; MEDICINAL CHEMISTRY; BOND ACTIVATION; REACTIVITY; COMPLEXES; HYDROGENS; RADICALS; LIGAND; CARBON;

D O I：

10.1021/om2005904

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

We report the first example of iron-catalyzed cross-coupling of alpha-halo-beta,beta-difluoroethylene-containing compounds with arylzinc reagents using TMEDA and dppp as coligands. The reaction affords a wide range of functional group tolerant gem-difluoromethylenated compounds in moderate to good yields. The facile dehalodefluorination of alpha-halo-beta,beta-clifluoroethylenecontaining compounds upon treatment of reductive metal reagents was mostly inhibited. Mechanistic studies indicated that the cross-coupling reaction could involve a single-electron-transfer process.

引用

页码：1578 / 1582

页数：5

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