Carbonyldiimidazole-mediated Lossen rearrangement

P Dubé, NFF Nathel, M Vetelino, M Couturier…

文献索引：Dube, Pascal; Fine Nathel, Noah F.; Vetelino, Michael; Couturier, Michel; Aboussafy, Claude Larrivee; Pichette, Simon; Jorgensen, Matthew L.; Hardink, Mark Organic Letters, 2009 , vol. 11, # 24 p. 5622 - 5625

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被引用次数: 64

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 ...