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Open AccessArticle

Microwave-Assisted Kabachnik–Fields Reaction with Amino Alcohols as the Amine Component

1
Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, 1521 Budapest, Hungary
2
Faculty of Chemistry and Chemical Technology, University of Ljubljana, SI-1000 Ljubljana, Slovenia
*
Author to whom correspondence should be addressed.
Academic Editor: Cimarelli Cristina
Molecules 2019, 24(8), 1640; https://doi.org/10.3390/molecules24081640
Received: 13 April 2019 / Revised: 22 April 2019 / Accepted: 24 April 2019 / Published: 25 April 2019
(This article belongs to the Special Issue Multicomponent Reactions)
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Abstract

In this paper, the microwave (MW)-assisted catalyst-free and mostly solvent-free Kabachnik–Fields reaction of amino alcohols, paraformaldehyde, and various >P(O)H reagents (dialkyl phosphites, ethyl phenyl-H-phosphinate, and secondary phosphine oxides) is reported. The synthesis of N-2-hydroxyethyl-α-aminophosphonate derivatives was optimized in respect of the temperature, the reaction time, and the molar ratio of the starting materials. A few by-products were also identified. N,N-Bis(phosphinoylmethyl)amines containing a hydroxyethyl group were also prepared by the double Kabachnik–Fields reaction of ethanolamine with an excess of paraformaldehyde and secondary phosphine oxides. The crystal structure of a 2-hydroxyethyl-α-aminophosphine oxide and a bis(phosphinoylmethyl)ethanolamine was studied by X-ray analysis. View Full-Text
Keywords: α-aminophosphonate derivatives; Kabachnik–Fields reaction; amino alcohols; microwave; X-ray diffraction α-aminophosphonate derivatives; Kabachnik–Fields reaction; amino alcohols; microwave; X-ray diffraction
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Tajti, Á.; Szatmári, E.; Perdih, F.; Keglevich, G.; Bálint, E. Microwave-Assisted Kabachnik–Fields Reaction with Amino Alcohols as the Amine Component. Molecules 2019, 24, 1640.

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