通过芳炔中间体合成1,2-双（芳硫基）芳烃。
1,2-Bis(arylthio)arene synthesis via aryne intermediates.
作者信息
Mesgar Milad, Nguyen-Le Justin, Daugulis Olafs
机构信息
Department of Chemistry, University of Houston, Houston, TX 77204-5003, USA.
出版信息
Chem Commun (Camb). 2019 Aug 7;55(64):9467-9470. doi: 10.1039/c9cc03863a.
Abstract
Lithium 1,1-diadamantylamide (LDAM) base-promoted insertion of arynes into disulfide S-S bonds is described. After generation of arynes from readily available aryl halides and triflates, reactions with diaryl and diisopropyl disulfides afford the insertion products in moderate to excellent yields. Use of 1-cyclohexenyl triflate gave an excellent yield of 1,2-bis(phenylthio)cyclohexene.
摘要
描述了锂1,1-二金刚烷基酰胺（LDAM）碱促进的芳炔插入二硫键S-S键的反应。由易得的芳基卤化物和三氟甲磺酸酯生成芳炔后，与二芳基二硫化物和二异丙基二硫化物反应，以中等至优异的产率得到插入产物。使用1-环己烯基三氟甲磺酸酯可得到优异产率的1,2-双（苯硫基）环己烯。
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