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Ethyl 3-[(Ethylthio)carbonyl]-4,4,5,5,5-pentafluoropentanoate: A Building Block towards Trifluoromethyl Pyrazoles and Pyrimidin-4-ones

  作者 BRULE CEDRIC; BOUILLON JEANPHILIPPE; PORTELLA CHARLES  
  选自 期刊  SYNLETT;  卷期  2011年-13;  页码  1849-1852  
  关联知识点  
 

[摘要]Reaction of the title substrate with methylhydrazine yields, via a domino process, HF elimination-beta-addition/elimination-cyclocondensation, to 3-hydroxy-5-trifluoromethylpyrazol-4-ylacetic acid derivatives. In a similar domino process, reaction with benzamidine led mainly to ethyl 4-oxo-2-phenyl-6-trifluoromethylpyrimidin-4-yl acetate. While pyrazole was obtained in high yield via a totally chemo- and regioselective process, reaction with amidine led to a mixture of regioisomers.

 
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