Selective C-4 Alkylation of Pyridine by Nickel/Lewis Acid Catalysis

被引:348
作者
Nakao, Yoshiaki [1 ]
Yamada, Yuuya [1 ]
Kashihara, Natsuko [1 ]
Hiyama, Tamejiro [1 ]
机构
[1] Kyoto Univ, Grad Sch Engn, Dept Chem Mat, Kyoto 6158510, Japan
关键词
H BOND ACTIVATION; AROMATIC HETEROCYCLES; ALKENYLATION; DERIVATIVES; ARYLATION; QUINOLINES; COMPLEXES; REAGENTS; CARBON;
D O I
10.1021/ja106514b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Direct C-4-selective addition of pyridine across alkenes and alkynes is achieved for the first time by nickel/Lewis acid cooperative catalysis with an N-heterocyclic carbene ligand. A variety of substituents on both alkenes and pyridine are tolerated to give linear 4-alkylpyridines in modest to good yields. The addition across styrene, on the other hand, gives branched 4-alkylpyridines. A single example of C-4-selective alkenylation is also described.
引用
收藏
页码:13666 / 13668
页数:3
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