Highly efficient Pd-catalyzed coupling of arenes with olefins in the presence of tert-butyl hydroperoxide as oxidant

被引:242
作者
Jia, CG [1 ]
Lu, WJ [1 ]
Kitamura, T [1 ]
Fujiwara, Y [1 ]
机构
[1] Kyushu Univ, Grad Sch Engn, Dept Chem & Biochem, Fukuoka 8128581, Japan
关键词
D O I
10.1021/ol991148u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] ArH : benzoid and non-benzoid. R = H, CH3, Ph. R-1 = Ph, Co2Et, COMe, CHO, CO2H, CN. The oxidative coupling of arenes with olefins has been performed efficiently in the presence of catalytic amounts of palladium acetate and benzoquinone (BQ) with tert-butyl hydroperoxide as the oxidant in up to 280 turnover numbers (TON). The catalytic system is especially active for the coupling of heterocycles such as furans and indole with activated olefins, The reaction is highly regio- and stereoselective, giving trans-olefins predominantly.
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页码:2097 / 2100
页数:4
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