Microwave-assisted Kabachnik-Fields reaction with amino alcohols as the amine component
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.
Keywords
aminofosfonati;Kabachnik-Fieldsova reakcija;amino alkoholi;mikrovalovi;rentgenska difrakcija;aminophosphonate derivatives;Kabachnik-Fields reaction;amino alcohols;microwave;X-ray diffraction;
Data
| Language: | English |
|---|---|
| Year of publishing: | 2019 |
| Typology: | 1.01 - Original Scientific Article |
| Organization: | UL FKKT - Faculty of Chemistry and Chemical Technology |
| UDC: | 547.435-732 |
| COBISS: |
1538222531
|
| ISSN: | 1420-3049 |
| Views: | 176 |
| Downloads: | 76 |
| Average score: | 0 (0 votes) |
| Metadata: |
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Other data
| Secondary language: | Slovenian |
|---|---|
| Secondary keywords: | aminofosfonati;Kabachnik-Fieldsova reakcija;amino alkoholi;mikrovalovi;rentgenska difrakcija; |
| Type (COBISS): | Article |
| Pages: | str. 1-13 |
| Volume: | ǂVol. ǂ24 |
| Issue: | ǂiss. ǂ8 |
| Chronology: | Apr. 2019 |
| DOI: | 10.3390/molecules24081640 |
| ID: | 13715172 |
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