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A One-Pot Preparation of 5-Oxo 2,4-Disubstituted 2,5-Dihydro-1H-imidazol-2-carboxylates from alpha-Bromo Esters

  作者 CIEZ DARIUSZ; SVETLIK JAN  
  选自 期刊  SYNLETT;  卷期  2011年-3;  页码  315-318  
  关联知识点  
 

[摘要]Nucleophilic substitution of a bromine atom by the azide group in aryl- and heteroaryl-alpha-bromoacetates triggers cascade reactions leading to imidazolin-5-ones formation. The alpha-azidoacetate intermediates undergo a transformation into non-isolable 2-imino esters that dimerize giving the heterocyclic imidazoline system. The process described is strongly promoted by dipolar aprotic solvents (DMF, DMSO) and could be realized under base- and metal-free conditions.

 
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