Gold(I)-catalyzed benzannulation of 3-hydroxy-1,5-enynes:: an efficient synthesis of substituted tetrahydronaphthalenes and related compounds
Gold(I)-catalyzed benzannulation of 3-hydroxy-1,5-enynes:: an efficient synthesis of substituted tetrahydronaphthalenes and related compounds
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DOI：
10.1016/j.tet.2007.10.084
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发表时间：
2008-01-28
期刊：
影响因子：
2.1
通讯作者：
Barriault, Louis
中科院分区：
文献类型：
--
作者：
Grise, Christiane M.;Rodrigue, Eric M.;Barriault, Louis
本文报道了一种新的金催化的3-羟基-1，5-烯炔苯并环化反应制备四氢萘的方法。该反应由二氯甲烷中的2.5摩尔% Ph 3 PAuCl和2.5摩尔% AgOTf催化。我们发现，该过程也可以被1 mol % Ph 3 PAuCl和1 mol % TfOH催化。据我们所知，这构成了第一个报告的活性金催化剂产生的Au（PPh 3）Cl和三氟甲磺酸。这种温和的方法是兼容的各种功能团，并证明是一种有效的方法，以良好的产率合成各种间取代的芳环。(c)2007爱思唯尔有限公司保留所有权利。
We report a novel gold(l)-catalyzed benzannulation of 3-hydroxy-1,5-enynes to prepare tetrahydronaphthalenes. The reaction is catalyzed by 2.5 mol % Ph3PAuCl and 2.5 mol % AgOTf in dichloromethane. We discovered that this process can be also catalyzed by I mol % Ph3PAuCl and I mol % TfOH. To the best of our knowledge, this constitutes the first report of an active gold catalyst generated from Au(PPh3)Cl and triflic acid. This mild process is compatible with a variety of functional groups and proves to be an effective method to synthesize various metasubstituted aromatic rings in good yields. (c) 2007 Elsevier Ltd. All rights reserved.