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Primary Amination of Ar2P(O)-H with (NH4)2CO3 as an Ammonia Source under Simple and Mild Conditions and Its Extension to the Construction of Various P-N or P-O Bonds

Yushi Tan, Ya-Ping Han, Yuecheng Zhang, Hong-Yu Zhang*, Jiquan Zhao* and Shang-Dong Yang

*School of Chemical Engineering and Technology, Hebei University of Technology, Tianjin 300130, P. R. China, Email:,

Y. Tan, Y.-P. Han, Y. Zhang, H.-Y. Zhang, J. Zhao, S.-D. Yang, J. Org. Chem., 2022, 87, 3254-3264.

DOI: 10.1021/acs.joc.1c02933


Ethyl bromoacetate mediates a facile and efficient synthesis of primary phosphinamides from Ar2P(O)-H reagents with stable and readily available ammonium carbonate as an ammonia source under mild and simple conditions, without any metal catalyst or oxidant. Moreover, this method is also appropriate for the reaction of Ar2P(O)-H with a variety of amines, alcohols, and phenols.

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proposed mechanism

Key Words

phosphinamides, phosphinates

ID: J42-Y2022