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Facile and Mild Displacement of Nitrite Ions in Electron-Deficient Nitroarenes by Alkyl or Aryl Thiols in the Presence of Magnesium Methoxide as a Solid Base Catalyst

  作者 NAEIMI HOSSEIN; MORADIAN MOHSEN  
  选自 期刊  SYNLETT;  卷期  2012年-15;  页码  2223-2226  
  关联知识点  
 

[摘要]The nucleophilic aromatic substitution reaction (SNAr) between nitroarenes (having electron-withdrawing groups in the ortho or para position), and alkyl- or arylthiols using magnesium methoxide as a solid base catalyst is described. This method leads to the creation of a series of valuable compounds from arylsulfides via nucleophilic displacement of the nitro group with the sulfanyl moiety. This facile method is a synthetically useful process, and it is significant that the nucleophile is promoted effectively by magnesium methoxide as a base in N,N-dimethylformamide. The displacement of then nitrite ion occurred in the presence of a variety of functional groups that caused an electron-deficient ring such as aldehyde, ketone, ester, cyano, and nitro groups.

 
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