Cross-Coupling Reactions of Alkenyl Halides with 4-Benzyl-1,4-Dihydropyridines Associated with E to Z Isomerization under Nickel and Photoredox Catalysis

被引:40
作者
Nakajima, Kazunari [1 ]
Guo, Xifeng [2 ]
Nishibayashi, Yoshiaki [2 ]
机构
[1] Univ Tokyo, Sch Engn, Frontier Res Ctr Energy & Resources, Bunkyo Ku, Tokyo 1138656, Japan
[2] Univ Tokyo, Sch Engn, Dept Syst Innovat, Bunkyo Ku, Tokyo 1138656, Japan
关键词
dihydropyridine; isomerization; nickel; photocatalysis; photoredox catalyst; ARYL HALIDES; VINYL BROMIDES; ALKYL TRANSFER; 4-ALKYL-1,4-DIHYDROPYRIDINES; ELECTRON; RADICALS; PHOTOCATALYST; STRATEGY; ARENES; ACID;
D O I
10.1002/asia.201801542
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Cross-coupling reactions of alkenyl halides with 4-alkyl-1,4-dihydropyridines as alkylation reagents have been achieved by combination of nickel and photoredox catalysts. Alkenyl halides bearing alkyl and aryl substituents are available. Particularly, in the use of aryl-substituted alkenyl halides, cross-coupling reactions are associated with E to Z isomerization of alkenes. Thus, Z-isomers of the products are obtained as major products. The present strategy provides a novel synthetic method to control the stereochemistry around alkenes.
引用
收藏
页码:3653 / 3657
页数:5
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