95766-89-5Relevant articles and documents
Cesium Carbonate-Promoted P-Alkylation of Phosphinecarboxamides
Chen, Xing-Guo,Wu, Qiu-Li,Hou, Fei,Wang, Xi-Cun,Quan, Zheng-Jun
, p. 73 - 76 (2019)
An effective method for the P-alkylation of N -arylphosphinecarboxamides was demonstrated. Primary N -arylphosphinecarboxamides without additional protection underwent P-monoalkylation with various alkyl halides in the presence of cesium carbonate as a promoter. The reactivity of phosphinecarboxamides was also explored.
Metal-Free Synthesis of Unsymmetrical Ureas and Carbamates from CO2 and Amines via Isocyanate Intermediates
Ren, Yiming,Rousseaux, Sophie A. L.
, p. 913 - 920 (2018/01/28)
A mild and metal-free synthesis of aryl isocyanates from arylamines under an atmosphere of CO2 was developed. The carbamic acid intermediate, derived from the arylamine starting material and CO2 in the presence of DBU, is dehydrated by activated sulfonium reagents to generate the corresponding isocyanate. The latter can be detected by in situ IR and trapped by various amines and alcohols to make unsymmetrical ureas and carbamates, respectively. Dicarbamates can also be prepared in good yields via the mild dehydration of the corresponding dicarbamic acids.
Bromodimethylsulfonium bromide (BDMS)-mediated Lossen rearrangement: Synthesis of unsymmetrical ureas
Yadav, Deepak K.,Yadav, Arvind K.,Srivastava, Vishnu P.,Watal, Geeta,Yadav, Lal Dhar S.
experimental part, p. 2890 - 2893 (2012/07/27)
Bromodimethylsulfonium bromide (BDMS) was found to be a very efficient reagent for Lossen rearrangement of hydroxamic acids to the corresponding isocyanates which were subsequently trapped in situ with various amines to afford unsymmetrical ureas in good to excellent yields (64-89%). The protocol is experimentally simple, mild, and represents valuable alternative to the existing methods for in situ activation of hydroxamic acids promoting Lossen rearrangement.
