A highly active catalyst for the reductive cyclization of ortho-nitrostyrenes under mild conditions
A highly active catalyst for the reductive cyclization of ortho-nitrostyrenes under mild conditions
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DOI：
10.1016/j.tet.2005.03.142
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发表时间：
2005-06-27
期刊：
影响因子：
2.1
通讯作者：
Bazaral, C
中科院分区：
文献类型：
--
作者：
Davies, IW;Smitrovich, JH;Bazaral, C
本文报道了一种温和、有效的钯催化邻硝基苯乙烯还原环化合成吲哚的方法。邻硝基苯乙烯与0.1mol%三氟乙酸钯[Pd（TFA）（2）]和0.7mol%3，4，7，8-四甲基-1，10-菲咯啉（tm-phen）在DMF中于15 psig CO和80 ℃下反应，得到吲哚，产率较高。当反应在甲苯中进行时。分离相应的N-羟基吲哚。提出了N-羟基吲哚形成的机制。(c)2005 Elsevier Ltd.保留所有权利。
A mild and efficient method for the palladium-Catalyzed reductive Cyclization of ortho-nitrostyrenes to afford indoles is reported. \Treatment of ortho-nitrostyrenes with 0.1 mol% palladium (II) trifluoracetate [Pd(TFA)(2)] and 0.7 mol% 3.4,7,8-tetramethyl-1,10-phenanthroline (tm-phen) in DMF at 15 psig CO and 80 degrees C afforded indoles in good to excellent yields. When the reaction was conducted in toluene. the corresponding N-hydroxyindole was isolated. A mechanism that accounts for the formation of N-hydroxyindole is proposed. (c) 2005 Elsevier Ltd. All rights reserved.