European Journal of Organic Chemistry

Highly Efficient Synthesis of Ureas and Carbamates from Amides by Iodosylbenzene??Induced Hofmann Rearrangement

P Liu, Z Wang, X Hu

Index: Liu, Peng; Wang, Zhiming; Hu, Xianming European Journal of Organic Chemistry, 2012 , # 10 p. 1994 - 2000

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Citation Number: 8

Abstract

Abstract A simple and efficient method for the synthesis of 1, 3-disubstituted ureas and carbamates from amides by using iodosylbenzene as the oxidant is described. Symmetric and asymmetric ureas and carbamates can be prepared by this procedure in up to 98% yield. Ureidopeptides can also be prepared in good yield by this method.

~91%

~95%

~73%

~88%

~91%

~91%

~86%

~96%

~75%

~75%

~78%

~83%

~92%

~93%

~71%

~90%

~80%

~92%

Über die Oxydationsprodukte von Thiocarbonsäureamiden, XIX1)...

[Walter,W.; Randau,G. Justus Liebigs Annalen der Chemie, 1969 , vol. 722, p. 52 - 79]

Hydrierung von Carbodiimiden

[Jochims,J.C. Chemische Berichte, 1965 , vol. 98, p. 2128 - 2133]