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Improved One-Pot Synthesis of 1-Aryl-3-trifluoroacetyl-1H-pyrroles under Swern Oxidation

  作者 ZANATTA NILO; AQUINO ESTEFANIA DA C; DA SILVA FABIO M; BONACORSO HELIO G; MARTINS MARCOS A P  
  选自 期刊  Synthesis;  卷期  2012年44-22;  页码  3477-3482  
  关联知识点  
 

[摘要]This study describes an improved one-pot, four-step synthesis of a new series of 1-aryl-3-trifluoroacetyl pyrroles from the reaction of 3-trifluoroacetyl-4,5-dihydrofuran with arylamines, giving 1,1,1-trifluoro-3-(2-hydroxyethyl)-4-arylamino-3-buten-2ones, which were directly submitted to Swern oxidation to furnish 1,1,1-trifluoro-3-(2-ethanal)-4-arylamino-3-buten-2-ones. Subsequent intramolecular cyclization of the corresponding enaminoaldehydes followed by aromatization rendered the title compounds in a 30 to 56% overall yield.

 
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