Microwave-assisted synthesis of (aminomethylene)bisphosphine oxides and (aminomethylene)bisphosphonates by a three-component condensation

A practical method was elaborated for the synthesis of (aminomethylene)bisphosphine oxides comprising the catalyst- and solvent-free microwave-assisted three-component condensation of primary amines, triethyl orthoformate and two equivalents of diphenylphosphine oxide. The method is also suitable fo...

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Autores principales: Bálint, Erika, Tajti, Ádám, Dzielak, Anna, Hägele, Gerhard, Keglevich, György
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4979732/
https://www.ncbi.nlm.nih.gov/pubmed/27559402
http://dx.doi.org/10.3762/bjoc.12.146
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author Bálint, Erika
Tajti, Ádám
Dzielak, Anna
Hägele, Gerhard
Keglevich, György
author_facet Bálint, Erika
Tajti, Ádám
Dzielak, Anna
Hägele, Gerhard
Keglevich, György
author_sort Bálint, Erika
collection PubMed
description A practical method was elaborated for the synthesis of (aminomethylene)bisphosphine oxides comprising the catalyst- and solvent-free microwave-assisted three-component condensation of primary amines, triethyl orthoformate and two equivalents of diphenylphosphine oxide. The method is also suitable for the preparation of (aminomethylene)bisphosphonates using (MeO)(2)P(O)H/(MeO)(3)CH or (EtO)(2)P(O)H/(EtO)(3)CH reactant pairs and even secondary amines. Several intermediates referring to the reaction mechanism together with a few by-products could also be identified.
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spelling pubmed-49797322016-08-24 Microwave-assisted synthesis of (aminomethylene)bisphosphine oxides and (aminomethylene)bisphosphonates by a three-component condensation Bálint, Erika Tajti, Ádám Dzielak, Anna Hägele, Gerhard Keglevich, György Beilstein J Org Chem Full Research Paper A practical method was elaborated for the synthesis of (aminomethylene)bisphosphine oxides comprising the catalyst- and solvent-free microwave-assisted three-component condensation of primary amines, triethyl orthoformate and two equivalents of diphenylphosphine oxide. The method is also suitable for the preparation of (aminomethylene)bisphosphonates using (MeO)(2)P(O)H/(MeO)(3)CH or (EtO)(2)P(O)H/(EtO)(3)CH reactant pairs and even secondary amines. Several intermediates referring to the reaction mechanism together with a few by-products could also be identified. Beilstein-Institut 2016-07-19 /pmc/articles/PMC4979732/ /pubmed/27559402 http://dx.doi.org/10.3762/bjoc.12.146 Text en Copyright © 2016, Bálint et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Bálint, Erika
Tajti, Ádám
Dzielak, Anna
Hägele, Gerhard
Keglevich, György
Microwave-assisted synthesis of (aminomethylene)bisphosphine oxides and (aminomethylene)bisphosphonates by a three-component condensation
title Microwave-assisted synthesis of (aminomethylene)bisphosphine oxides and (aminomethylene)bisphosphonates by a three-component condensation
title_full Microwave-assisted synthesis of (aminomethylene)bisphosphine oxides and (aminomethylene)bisphosphonates by a three-component condensation
title_fullStr Microwave-assisted synthesis of (aminomethylene)bisphosphine oxides and (aminomethylene)bisphosphonates by a three-component condensation
title_full_unstemmed Microwave-assisted synthesis of (aminomethylene)bisphosphine oxides and (aminomethylene)bisphosphonates by a three-component condensation
title_short Microwave-assisted synthesis of (aminomethylene)bisphosphine oxides and (aminomethylene)bisphosphonates by a three-component condensation
title_sort microwave-assisted synthesis of (aminomethylene)bisphosphine oxides and (aminomethylene)bisphosphonates by a three-component condensation
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4979732/
https://www.ncbi.nlm.nih.gov/pubmed/27559402
http://dx.doi.org/10.3762/bjoc.12.146
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