Gold versus silver catalyzed intramolecular hydroarylation reactions of [(3-arylprop-2-ynyl)oxy]benzene derivatives

Gold versus silver catalyzed intramolecular hydroarylation reactions of [(3-arylprop-2-ynyl)oxy]benzene derivatives
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DOI:
10.1039/c2ob26763b
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发表时间:
2012-01-01
影响因子:
3.2
通讯作者:
Marinelli, Fabio
Marinelli, Fabio
中科院分区:
化学3区
文献类型:
--
作者:
Arcadi, Antonio;Blesi, Federico;Marinelli, Fabio

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研究了金和银催化的3-[(3-芳基丙-2-炔基)氧基]苯衍生物分子内氢芳基化反应在环取代方面的适用范围和通用性。只有衍生自6-内切环化的产物专门形成。在银催化的存在下,取代基的特征对反应结果有相当大的影响,而金催化揭示了反应性和选择性的独特混合物,并且代表了起始底物承载缺电子芳烃的分子内氢芳基化反应的唯一选择。
The scope and the generality of gold versus silver catalyzed intramolecular hydroarylation reactions of 3-[(3-arylprop-2-ynyl)oxy]benzene derivatives in terms of rings substitution were investigated. Only products deriving from 6-endo cyclization were exclusively formed. The features of substituents had a considerable effect on the reaction outcome in the presence of silver catalysis, whereas gold catalysis revealed a unique blend of reactivity and selectivity and represented the only choice for the intramolecular hydroarylation reaction of the starting substrates bearing electron deficient arenes.