Open Access

Beilstein Journal of Organic Chemistry

, volume 13 , pages 76-86

The synthesis of α-aryl-α-aminophosphonates and α-aryl-α-aminophosphine oxides by the microwave-assisted Pudovik reaction

Erika Éva Bálint ¹

Ádám Tajti ²

Anna Adam ³

I Csontos ³

Konstantin Karaghiosoff ⁴

Mátyás Czugler ³

Péter Ábrányi-Balogh ⁵

György Keglevich ²

Hide authors affiliations Show authors affiliations: 5 affiliations

MTΑ-BME Research Group for Organic Chemical Technology, 1521 Budapest, Hungary. |

Department of Organic Chemistry and Technology, Budapest University of Technology and Economics , 1521 Budapest , Hungary |

Budapest University of Technology and Economics |

⁴

Department Chemie, Ludwig-Maximilians Universität München, 81377 München, Germany. |

⁵

Hungarian Academy of Sciences, Research Centre for Natural Sciences, Institute of Organic Chemistry, 1519 Budapest, Hungary. |

Publication type: Journal Article

Publication date: 2017-01-12

Beilstein-Institut

Beilstein Journal of Organic Chemistry

scimago Q2

wos Q3

SJR: 0.482

CiteScore: 3.8

Impact factor: 2.1

ISSN: 18605397

DOI: 10.3762/bjoc.13.10

Copy DOI

PubMed ID: 28179951

Organic Chemistry

Abstract

A family of α-aryl-α-aminophosphonates and α-aryl-α-aminophosphine oxides was synthesized by the microwave-assisted solvent-free addition of dialkyl phosphites and diphenylphosphine oxide, respectively, to imines formed from benzaldehyde derivatives and primary amines. After optimization, the reactivity was mapped, and the fine mechanism was evaluated by DFT calculations. Two α-aminophosphonates were subjected to an X-ray study revealing a racemic dimer formation made through a N–H···O=P intermolecular hydrogen bridges pair.

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Bálint E. É. et al. The synthesis of α-aryl-α-aminophosphonates and α-aryl-α-aminophosphine oxides by the microwave-assisted Pudovik reaction // Beilstein Journal of Organic Chemistry. 2017. Vol. 13. pp. 76-86.

GOST all authors (up to 50) Copy

Bálint E. É., Tajti Á., Adam A., Csontos I., Karaghiosoff K., Czugler M., Ábrányi-Balogh P., Keglevich G. The synthesis of α-aryl-α-aminophosphonates and α-aryl-α-aminophosphine oxides by the microwave-assisted Pudovik reaction // Beilstein Journal of Organic Chemistry. 2017. Vol. 13. pp. 76-86.

RIS |

Cite this

RIS Copy

TY - JOUR

DO - 10.3762/bjoc.13.10

UR - https://doi.org/10.3762/bjoc.13.10

TI - The synthesis of α-aryl-α-aminophosphonates and α-aryl-α-aminophosphine oxides by the microwave-assisted Pudovik reaction

T2 - Beilstein Journal of Organic Chemistry

AU - Bálint, Erika Éva

AU - Tajti, Ádám

AU - Adam, Anna

AU - Csontos, I

AU - Karaghiosoff, Konstantin

AU - Czugler, Mátyás

AU - Ábrányi-Balogh, Péter

AU - Keglevich, György

PY - 2017

DA - 2017/01/12

PB - Beilstein-Institut

SP - 76-86

VL - 13

PMID - 28179951

SN - 1860-5397

ER -

BibTex

Cite this

BibTex (up to 50 authors) Copy

@article{2017_Bálint,

author = {Erika Éva Bálint and Ádám Tajti and Anna Adam and I Csontos and Konstantin Karaghiosoff and Mátyás Czugler and Péter Ábrányi-Balogh and György Keglevich},

title = {The synthesis of α-aryl-α-aminophosphonates and α-aryl-α-aminophosphine oxides by the microwave-assisted Pudovik reaction},

journal = {Beilstein Journal of Organic Chemistry},

year = {2017},

volume = {13},

publisher = {Beilstein-Institut},

month = {jan},

url = {https://doi.org/10.3762/bjoc.13.10},

pages = {76--86},

doi = {10.3762/bjoc.13.10}

}

Publisher

Beilstein-Institut

Journal

Beilstein Journal of Organic Chemistry

scimago Q2

wos Q3

SJR

0.482

CiteScore

3.8

Impact factor

2.1

ISSN

18605397 (Print, Electronic)