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Improved Arndt-Eistert Synthesis of alpha-Diazoketones Requiring Minimal Diazomethane in the Presence of Calcium Oxide as Acid Scavenger

  作者 PACE VITTORIO; VERNIEST GUIDO; SINISTERRA JOSEPVICENT; ALCANTARA ANDRES R; DE KIMPE NORBERT  
  选自 期刊  Journal of Organic Chemistry;  卷期  2010年75-16;  页码  5760-5763  
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[摘要]A practical methodology to obtain alpha-diazoketones through an improved Arndt-Eistert synthesis is described. The method allows the efficient transformation of acid halides using a stoichiometric amount of diazomethane in the presence of calcium oxide, without concomitant ketene or haloketone formation. The obtained alpha'-brominated-alpha-diazoketones were employed as suitable substrates for the synthesis of interesting alpha-arylamino-alpha'-halomethylketones.

 
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