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三氟甲磺酸钪催化或叔丁醇钾促进的2-(2-(炔基)亚苄基)丙二酸酯与吲哚的串联反应

Sc(OTf)3-catalyzed or t-BuOK promoted tandem reaction of 2-(2-(alkynyl)benzylidene)malonate with indole.

作者信息

Gao Ke, Wu Jie

机构信息

Department of Chemistry, Fudan University, Shanghai, China.

出版信息

Org Lett. 2008 Jun 5;10(11):2251-4. doi: 10.1021/ol800664z. Epub 2008 May 2.

Abstract

Tandem reaction of 2-(2-(alkynyl)benzylidene)malonate with indole was investigated. (Z)-1-Benzylidene-3-(1 H-indol-1-yl)-1 H-indene-2,2(3 H)-dicarboxylate was generated in the presence of t-BuOK at room temperature; whereas 3-((1 H-indol-3-yl)(2-(alkynyl)aryl)methyl)-1 H-indole was obtained when Sc(OTf)3 was utilized as catalyst at 50 degrees C.

摘要

研究了2-(2-(炔基)亚苄基)丙二酸酯与吲哚的串联反应。在叔丁醇钾存在下于室温生成(Z)-1-亚苄基-3-(1H-吲哚-1-基)-1H-茚-2,2(3H)-二羧酸酯;而当使用三氟甲磺酸钪作为催化剂在50℃时得到3-((1H-吲哚-3-基)(2-(炔基)芳基)甲基)-1H-吲哚。

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