Microwave-assisted synthesis of N,N-bis(phosphinoylmethyl)amines and N,N,N-tris(phosphinoylmethyl)amines bearing different substituents on the phosphorus atoms

A family of N,N-bis(phosphinoylmethyl)amines bearing different substituents on the phosphorus atoms was synthesized by the microwave-assisted and catalyst-free Kabachnik–Fields reaction of (aminomethyl)phosphine oxides with paraformaldehyde and diphenylphosphine oxide. The three-component condensati...

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Main Authors: Erika Bálint, Anna Tripolszky, László Hegedűs, György Keglevich
Format: Article
Language:English
Published: Beilstein-Institut 2019-02-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.15.40
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author Erika Bálint
Anna Tripolszky
László Hegedűs
György Keglevich
author_facet Erika Bálint
Anna Tripolszky
László Hegedűs
György Keglevich
author_sort Erika Bálint
collection DOAJ
description A family of N,N-bis(phosphinoylmethyl)amines bearing different substituents on the phosphorus atoms was synthesized by the microwave-assisted and catalyst-free Kabachnik–Fields reaction of (aminomethyl)phosphine oxides with paraformaldehyde and diphenylphosphine oxide. The three-component condensation of N,N-bis(phosphinoylmethyl)amine, paraformaldehyde and a secondary phosphine oxide affording N,N,N-tris(phosphinoylmethyl)amine derivatives was also elaborated. This method is a novel approach for the synthesis of the target products.
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spelling doaj.art-a2d722f904c645399bd39176d0c23de32022-12-21T22:23:32ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972019-02-0115146947310.3762/bjoc.15.401860-5397-15-40Microwave-assisted synthesis of N,N-bis(phosphinoylmethyl)amines and N,N,N-tris(phosphinoylmethyl)amines bearing different substituents on the phosphorus atomsErika Bálint0Anna Tripolszky1László Hegedűs2György Keglevich3Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, 1521 Budapest, HungaryDepartment of Organic Chemistry and Technology, Budapest University of Technology and Economics, 1521 Budapest, HungaryDepartment of Organic Chemistry and Technology, Budapest University of Technology and Economics, 1521 Budapest, HungaryDepartment of Organic Chemistry and Technology, Budapest University of Technology and Economics, 1521 Budapest, HungaryA family of N,N-bis(phosphinoylmethyl)amines bearing different substituents on the phosphorus atoms was synthesized by the microwave-assisted and catalyst-free Kabachnik–Fields reaction of (aminomethyl)phosphine oxides with paraformaldehyde and diphenylphosphine oxide. The three-component condensation of N,N-bis(phosphinoylmethyl)amine, paraformaldehyde and a secondary phosphine oxide affording N,N,N-tris(phosphinoylmethyl)amine derivatives was also elaborated. This method is a novel approach for the synthesis of the target products.https://doi.org/10.3762/bjoc.15.40(aminomethyl)phosphine oxidesKabachnik–Fields reactionligandmicrowaveN,N-bis(phosphinoylmethyl)aminesN,N,N-tris(phosphinoylmethyl)amines
spellingShingle Erika Bálint
Anna Tripolszky
László Hegedűs
György Keglevich
Microwave-assisted synthesis of N,N-bis(phosphinoylmethyl)amines and N,N,N-tris(phosphinoylmethyl)amines bearing different substituents on the phosphorus atoms
Beilstein Journal of Organic Chemistry
(aminomethyl)phosphine oxides
Kabachnik–Fields reaction
ligand
microwave
N,N-bis(phosphinoylmethyl)amines
N,N,N-tris(phosphinoylmethyl)amines
title Microwave-assisted synthesis of N,N-bis(phosphinoylmethyl)amines and N,N,N-tris(phosphinoylmethyl)amines bearing different substituents on the phosphorus atoms
title_full Microwave-assisted synthesis of N,N-bis(phosphinoylmethyl)amines and N,N,N-tris(phosphinoylmethyl)amines bearing different substituents on the phosphorus atoms
title_fullStr Microwave-assisted synthesis of N,N-bis(phosphinoylmethyl)amines and N,N,N-tris(phosphinoylmethyl)amines bearing different substituents on the phosphorus atoms
title_full_unstemmed Microwave-assisted synthesis of N,N-bis(phosphinoylmethyl)amines and N,N,N-tris(phosphinoylmethyl)amines bearing different substituents on the phosphorus atoms
title_short Microwave-assisted synthesis of N,N-bis(phosphinoylmethyl)amines and N,N,N-tris(phosphinoylmethyl)amines bearing different substituents on the phosphorus atoms
title_sort microwave assisted synthesis of n n bis phosphinoylmethyl amines and n n n tris phosphinoylmethyl amines bearing different substituents on the phosphorus atoms
topic (aminomethyl)phosphine oxides
Kabachnik–Fields reaction
ligand
microwave
N,N-bis(phosphinoylmethyl)amines
N,N,N-tris(phosphinoylmethyl)amines
url https://doi.org/10.3762/bjoc.15.40
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