Palladium-catalyzed cascade reactions of benzyl halides with N,N-diallyl-p-toluenesulfonamide

被引:2
作者
Wang, Liansheng [1 ,2 ]
Pan, Yi [1 ]
Hu, Hongwen [1 ]
机构
[1] Nanjing Univ, Sch Chem & Chem Engn, Nanjing 210093, Jiangsu, Peoples R China
[2] Hubei Engn Univ, Sch Chem & Mat Sci, Xiaogan 432000, Peoples R China
关键词
alkylation; cyclic cascade reactions; dihydropyrrole; Heck reaction; RING-CLOSING METATHESIS; CYCLIZATION; HETEROCYCLE; VINYLATION; OLEFINS;
D O I
10.1515/hc-2012-0090
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of N,N-diallyl-p-toluenesulfonamide 1 with benzyl halides 2 in the presence of a palladium catalyst afforded a series of novel dihydropyrroles 3 in moderate yields. A palladium-catalyzed self-cyclization reaction of the diene 1 may take place to give a cyclic dihydropyrrole 4 during the reaction. It is proposed that the cyclic products 4 are formed via a palladium-catalyzed cascade cyclization-coupling process. Reaction of phenyl iodide 5 with 1 in the same condition afforded normal Heck vinylation products 6
引用
收藏
页码:147 / 150
页数:4
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