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Efficient two-step sequence for the synthesis of 2,5-disubstituted furan derivatives from functionalized nitroalkanes: successive Amberlyst A21-and Amberlyst 15-catalyzed processes

  作者 PALMIERI ALESSANDRO; GABRIELLI SERENA; BALLINI ROBERTO  
  选自 期刊  Chemical Communications;  卷期  2010年46-33;  页码  6165-6167  
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[摘要]The nitroaldol reaction of ketal-functionalized nitroalkanes with alpha-oxoaldehydes, promoted by Amberlyst A21, followed by acidic treatment (Amberlyst 15) of the obtained nitroalkanol, leads to the formation of 2,5-disubstituted furans in good yields. The procedure was successfully applied to the total synthesis of 1-benzyl-3-(50-hydroxymethyl-20-furyl)-indazole (YC-1), an important pharmaceutical target.

 
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