Rhodium(I)-catalysed alkylation of 2-vinylpyridines with alkenes as a result of C-H bond activation

被引:30
作者
Lim, YG
Kang, JB
Kim, YH
机构
[1] Korea Adv Inst Sci & Technol, Dept Chem, Taejon 305701, South Korea
[2] Agcy Def Dev, R&D Ctr 1 1 4 5, Taejon 305600, South Korea
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1998年 / 04期
关键词
D O I
10.1039/a706911a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-Vinylpyridines undergo regioselective B-alkylation with alkenes in the presence of a rhodium(I) complex as a catalyst to give products resulting from an anti-Markownikoff reaction, These results show the feasibility of alkylation of an alkenic position as a result of C-H bond activation, 2(Prop-1-en-2-yl)pyridine 1 and 1-phenyl-1-(2-pyridyl)ethylene 15 react with linear terminal alkenes to give the corresponding alkylated products in high yields, Cyclic alkenes, allyl alcohol, but-3-en-1-ol and methyl vinyl ketone, however, fail to react with 1, Pent-2-ene gives the linear alkylated product in low yield, 6-Methyl-2-vinylpyridine 24 and 2-vinylpyridine 32 give the alkylated products in low yield together with their dimeric products, The alkenic C-H bond of 2-(cyclohex-1-enyl)pyridine 36 has been regioselectively alkylated, 2-(Cydohex-1-enyl)pyridine 36 with alkenes in the presence of the Rh-I catalyst undergoes regiospecific alkylation at the alkenic position.
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页码:699 / 707
页数:9
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