Copper- and Nickel-Catalyzed Cross-Coupling Reaction of Monofluoroalkenes with Tertiary, Secondary, and Primary Alkyl and Aryl Grignard Reagents

被引:30
|
作者
Shi, Hongyan [1 ]
Dai, Wenpeng [1 ]
Wang, Biyun [1 ]
Cao, Song [1 ,2 ]
机构
[1] ECUST, Shanghai Key Lab Chem Biol, Sch Pharm, Shanghai 200237, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
C-F BOND; ONE-POT SYNTHESIS; GEM-DIFLUOROALKENES; 2-FLUOROALLYLIC ACETATES; CARBONYL OLEFINATION; VINYLIC FLUORINES; ACTIVATION; DERIVATIVES; CYCLIZATION; ACCESS;
D O I
10.1021/acs.organomet.7b00859
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A highly efficient cross-coupling reaction of monofluoroalkenes with tertiary, secondary, and primary alkyl and aryl Grignard reagents in the presence of a catalytic amount of copper or nickel catalyst, respectively, has been developed. The reactions proceeded smoothly at room temperature, providing (E)-alkene isomers in moderate to high yields. Plausible mechanisms of the Ni-catalyzed coupling reaction of monofluoroalkene with Grignard reagents are suggested.
引用
收藏
页码:459 / 463
页数:5
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