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Primary Amination of Ar<sub>2</sub>P(O)–H with (NH<sub>4</sub>)<sub>2</sub>CO<sub>3</sub> 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, Yaping Han, Yuecheng Zhang, Hong‐Yu Zhang, Jiquan Zhao, Shang‐Dong Yang

2022The Journal of Organic Chemistry24 citationsDOI

Abstract

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.

Topics & Concepts

AminationPrimary (astronomy)ReagentChemistryAmmoniaCatalysisSubstrate (aquarium)Functional groupAmmoniumCombinatorial chemistryAmmonium carbonateOrganic chemistryInorganic chemistryPolymerAstronomyOceanographyGeologyPhysicsAsymmetric Hydrogenation and CatalysisOrganophosphorus compounds synthesisChemical Synthesis and Reactions
Primary Amination of Ar<sub>2</sub>P(O)–H with (NH<sub>4</sub>)<sub>2</sub>CO<sub>3</sub> as an Ammonia Source under Simple and Mild Conditions and Its Extension to the Construction of Various P–N or P–O Bonds | Litcius