Palladium-catalyzed intramolecular hydroalkylation of unactivated olefins with dialkyl ketones

被引:73
作者
Wang, X [1 ]
Pei, T [1 ]
Han, XQ [1 ]
Widenhoefer, RA [1 ]
机构
[1] Duke Univ, PM Gross Chem Lab, Durham, NC 27708 USA
关键词
D O I
10.1021/ol034879+
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of 3-butenyl heptyl ketone with substoichiometric amounts of PdCl2(CH3CN)(2) (10 mol %), HCl (0.1 equiv), and CuCl2 (0.3 equiv) in dioxane at 70 degreesC for 12 h in a sealed tube formed 2-hexylcyclohexanone in 77% isolated yield. A number of alkyl 3-butenyl ketones underwent hydroalkylation under these conditions to form 2-substituted cyclohexanones in moderate to good yield.
引用
收藏
页码:2699 / 2701
页数:3
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