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Hypervalent Iodine(III) Mediated Decarboxylative Halogenation of Indolecarboxylic Acids for the Synthesis of Haloindole Derivatives

  作者 HAMAMOTO HIROMI; UMEMOTO HIDEAKI; UMEMOTO MISAKO; OHTA CHIAKI; DOHSHITA MASASHI; MIKI YASUYOSHI  
  选自 期刊  SYNLETT;  卷期  2010年-17;  页码  2593-2596  
  关联知识点  
 

[摘要]The treatment of 1-methylindole-2,3-dicarboxylic acid with hypervalent iodine(III) reagent, phenyliodine diacetate (PIDA), in the presence of lithium bromide gave 1-methyl-3,3-dibromooxindole. However, the reaction of 1-(phenylsulfonyl) indole2,3-dicarboxylic acid with PIDA in the presence of lithium bromide afforded 2,3-dibromo-1-(phenylsulfonyl) indole. In a similar manner, the 2,3-dichloro- and 2,3-diiodo-indole derivatives were obtained by the reaction of the indole-2,3-dicarboxylic acids with PIDA in the presence of lithium chloride and iodide.

 
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