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Article

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)
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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MDPI and ACS Style

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. https://doi.org/10.3390/molecules24081640

AMA Style

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(8):1640. https://doi.org/10.3390/molecules24081640

Chicago/Turabian Style

Tajti, Ádám, Enikő Szatmári, Franc Perdih, György Keglevich, and Erika Bálint. 2019. "Microwave-Assisted Kabachnik–Fields Reaction with Amino Alcohols as the Amine Component" Molecules 24, no. 8: 1640. https://doi.org/10.3390/molecules24081640

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