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Synthesis of 5-(Trifluoromethyl)-2,5-dihydro-1,2 lambda(5)-oxaphospholes by a One-Pot Three-Component Reaction

  作者 FAN HUAFANG; WANG XIAOWEI; ZHAO JINGWEI; LI XINJIN; GAO JINMING; ZHU SHIZHENG  
  选自 期刊  Synthesis;  卷期  2012年44-21;  页码  3315-3320  
  关联知识点  
 

[摘要]A series of trifluoromethyl-substituted 1,2 lambda(5)-oxaphospholes were prepared in yields of up to 95% by a one-pot three-component reaction under mild conditions. The zwitterionic intermediate generated by attack of triphenylphosphine on an alkyl propiolate reacts with an aryl or styryl trifluoromethyl ketone to form the 1,2 lambda(5)-oxaphosphole ring. All the new products were characterized by IR, NMR, and mass spectroscopy and the structure of one of them, ethyl 2,2,2-triphenyl-5-[(E)-2-phenylvinyl]-5-(trifluoromethyl)-2,5-dihydro-1,2 lambda(5)-oxaphosphole-4-carboxylate, was confirmed by X-ray single-crystal diffraction analysis.

 
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