化学
化学选择性
三氟甲磺酸
吲哚试验
弗里德尔-克拉夫茨反应
催化作用
炔丙基
级联反应
药物化学
亲电芳香族取代
路易斯酸
键裂
立体化学
组合化学
有机化学
作者
Lu Hao,Ying‐Ming Pan,Tao Wang,Min Lin,Li Chen,Zhuang‐Ping Zhan
标识
DOI:10.1002/adsc.201000525
摘要
Abstract An efficient cascade methodology toward chemoselective synthesis of N‐fused heterocycles including 9 H ‐pyrrolo[1,2‐ a ]indole, 3 H ‐pyrrolo[1,2‐ a ]indole and 1 H ‐pyrrolo[1,2‐ a ]indole derivatives has been developed. This transformation proceeds via a silver(I) triflate‐catalyzed consecutive Friedel–Crafts reaction/NC bond formation sequence between readily available propargyl alcohols and 3‐substituted 1 H ‐indoles. Not only is excellent chemoselectivity observed according to the substitution patterns of propargyl alcohols, but also the Lewis acid‐catalyzed NC bond formation process can be carried out under base‐ and ligand‐free conditions.
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