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

A facile and efficient method for the synthesis of primary phosphinamides from Ar2P­(O)–H reagents with stable and readily available ammonium carbonate as an ammonia source is disclosed herein for the first time. This ethyl bromoacetate-mediated primary amination proceeds smoothly under mild and sim...

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Bibliographic Details
Published in:Journal of organic chemistry 2022-03, Vol.87 (5), p.3254-3264
Main Authors: Tan, Yushi, Han, Ya-Ping, Zhang, Yuecheng, Zhang, Hong-Yu, Zhao, Jiquan, Yang, Shang-Dong
Format: Article
Language:English
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Summary:A facile and efficient method for the synthesis of primary phosphinamides from Ar2P­(O)–H reagents with stable and readily available ammonium carbonate as an ammonia source is disclosed herein for the first time. This ethyl bromoacetate-mediated primary amination proceeds smoothly 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 to construct P–N or P–O bonds, with features of handy operation, good functional group tolerance, and broad substrate scope.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.1c02933