Nitrite ionic liquid as a new reagent for in situ synthesis of aryl iodides and azides

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• 作者：Hossein Eshghi ; Mehdi Bakavoli ; Marjan Ghasemzadeh
• 关键词：Ionic liquid ; Aromatic amines ; Iodination ; Azidation ; Potassium iodide ; Sodium azide
• 刊名：Research on Chemical Intermediates
• 出版年：2015
• 出版时间：June 2015
• 年：2015
• 卷：41
• 期：6
• 页码：3999-4007
• 全文大小：464 KB
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• 作者单位：Hossein Eshghi (1)
  Mehdi Bakavoli (1)
  Marjan Ghasemzadeh (1)
  
  1. Department of Chemistry, School of Sciences, Ferdowsi University of Mashhad, P.O. Box 91775-1436, Mashhad, Iran
  
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Catalysis
  Physical Chemistry
  Inorganic Chemistry
  
• 出版者：Springer Netherlands
• ISSN：1568-5675

文摘

A new ionic liquid, 1-methyl-3-(2-[2-(1-methyl-1H-imidazol-3-ium-3-yl)ethyloxy] ethyl)-1H-imidazol-3-ium dinitrite, was synthesized. This ionic liquid was used as a convenient nitrosonium source in diazotization of aryl amines into their corresponding diazonium salts, which were converted into aryl iodides and aryl azides using potassium iodide or sodium azide, respectively. Various aryl amines possessing electron-withdrawing groups or electron-donating groups were converted into the corresponding aryl iodides and aryl azides in excellent yields. Advantages of this methodology are the use of mild reaction conditions, short reaction times, and avoiding the use of toxic solvents.