Cross-Coupling of Aryllithiums with Aryl and Vinyl Halides in Flow Microreactors

被引:28
作者
Nagaki, Aiichiro [1 ]
Moriwaki, Yuya [1 ]
Haraki, Suguru [1 ]
Kenmoku, Akira [2 ]
Takabayashi, Naofumi [1 ]
Hayashi, Atsushi [1 ]
Yoshida, Jun-Ichi [1 ]
机构
[1] Kyoto Univ, Dept Synthet & Biol Chem, Grad Sch Engn, Nishikyo Ku, Kyoto 6158510, Japan
[2] Res Assoc Micro Chem Proc Technol MCPT, Nishikyo Ku, Kyoto 6158510, Japan
关键词
arenes; cross-coupling; halides; lithiation; microreactors; ORGANIC-SYNTHESIS; GRIGNARD-REAGENTS; ORGANOLITHIUM COMPOUNDS; MICROFLOW SYSTEMS; CAPILLARY-MICROREACTOR; ALKOXYCARBONYL GROUPS; CHEMICAL-REACTIONS; SPACE INTEGRATION; BIARYL SYNTHESIS; IONIC LIQUID;
D O I
10.1002/asia.201101019
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The use of Pd catalysts that contained a carbene ligand, such as PEPPSI-SIPr, speeded up the Murahashi coupling of ArLi with ArBr, by enabling its integration with the Br/Li exchange of ArBr with BuLi in flow. Space integration realized the rapid cross-coupling of two different ArBr substrates. However, the cross-coupling reaction with vinyl halides could not be achieved under similar conditions. Pd(OAc)2 was an effective catalyst, and the space integration of the Br/Li exchange of ArBr with BuLi and the Murahashi coupling with vinyl halides was successfully achieved.
引用
收藏
页码:1061 / 1068
页数:8
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