前往化源商城

Organic Letters 2006-12-07

Curtius rearrangement of aromatic carboxylic acids to access protected anilines and aromatic ureas.

Hélène Lebel, Olivier Leogane

文献索引:Org. Lett. 8 , 5717, (2006)

全文:HTML全文

摘要

The reaction of a chloroformate or di-tert-butyl dicarbonate and sodium azide with an aromatic carboxylic acid produces the corresponding acyl azide, presumably through the formation of an azidoformate. The acyl azide undergoes a Curtius rearrangement to form an isocyanate derivative which is trapped either by an alkoxide or by an amine to form the aromatic carbamate or urea. The reaction conditions are compatible with a variety of functional groups and allow the synthesis of a number of aniline derivatives containing alkyl, halide, nitro, ketone, ether, and thioether substituents. [reaction: see text]

相关化合物

结构式 名称/CAS号 全部文献
氯甲酸苄酯 结构式 氯甲酸苄酯
CAS:501-53-1