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Carbonyldiimidazole-Mediated Lossen Rearrangement

  作者 DUBE PASCAL; NATHEL NOAH F FINE; VETELINO MICHAEL; COUTURIER MICHEL; ABOUSSAFY CLAUDE LARRIVEE; PICHETTE SIMON; JORGENSEN MATTHEW L; HARDINK MARK  
  选自 期刊  Organic Letters;  卷期  2009年11-24;  页码  5622-5625  
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[摘要]Carbonyldiimidazole (CDI) was found to mediate the Lossen rearrangement of various hydroxamic acids to isocyanates. This process is experimentally simple and mild, with imidazole and CO2 being the sole stoichiometric byproduct. Significant for large-scale application, the method avoids the use of hazardous reagents and thus represents a green alternative to standard processing conditions for the Curtius and Hofmann rearrangements.

 
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