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A New Strategy for the Synthesis of Organosilicon Compounds of Cyclopropane Derivatives
Australian Journal of Chemistry ( IF 1.1 ) Pub Date : 2020-11-03 , DOI: 10.1071/ch20203
Saeed Gholizadeh , Kazem D. Safa , Nader Noroozi Pesyan

The one-pot reaction of tetra-substituted cyclopropyl benzyl bromide with tris(trimethylsilyl)methyllithium (TsiLi) and carbon disulfide resulted in 3-(4-((((trimethylsilyl)ethynyl)thio)methyl)phenyl)cyclopropane-1,1,2,2-tetracarbonitrile (3) and 3-(4-((trimethylsilyl)methyl)phenyl)cyclopropane-1,2-dicarbonitrile (4) in excellent yield. The reaction in the absence of carbon disulfide yielded 3-(4-(2,2,2-tris(trimethylsilyl)ethyl)phenyl)cyclopropane-1,1,2,2-tetracarbonitrile (5) in excellent yield at 0°C to room temperature. All structures were characterised by IR, 1H NMR, and 13C NMR spectroscopies. The reaction mechanisms are discussed.



中文翻译:

合成环丙烷衍生物有机硅化合物的新策略

四取代环丙基苄基溴与三(三甲基甲硅烷基)甲基锂(TsiLi)和二硫化碳的一锅反应生成3-(4-(((((三甲基甲硅烷基)乙炔基)硫代)甲基)苯基)环丙烷-1,1 ,2,2-2-四腈(3)和3-(4-((三甲基甲硅烷基)甲基)苯基)环丙烷-1,2-二腈(4)具有优异的产率。在不存在二硫化碳的情况下,该反应在0℃下以优异的产率生成了3-(4-(2,2,2-三(三甲基甲硅烷基)乙基)苯基)环丙烷-1,1,2,2-四腈(5)到室温。所有结构通过IR,1 H NMR和13 C NMR光谱学表征。讨论了反应机理。

更新日期:2020-11-06
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