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Anionic Cyclization of (N,N-Dimethylamino)[2-(prop-2-yn-1-yloxy)aryl]acetonitriles

  作者 ZDROJEWSKI TADEUSZ; MUSIELAK JOANNA; JONCZYK ANDRZEJ  
  选自 期刊  Synthesis;  卷期  2009年-12;  页码  2029-2034  
  关联知识点  
 

[摘要]The cyclization of (N,N-dimethylamino)[2-(prop-2-yn-1 -yloxy)aryl]acetonitriles is carried out Under phase-transfer conditions Using powdered sodium hydroxide and benzyltriethylammonium chloride as catalyst in dimethyl sulfoxide to afford mixtures of a methylenechromane and a methylchromene via favored 6-exo-dig and 6-endo-dig processes, respectively. Several of the chromenes rearranged into benzofuranone derivatives during column chromatography on alumina and the formation of these is rationalized.

 
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