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

被引：14

作者：

Tajti, Adam ^{[1
]}

Szatmari, Eniko ^{[1
]}

Perdih, Franc ^{[2
]}

Keglevich, Gyorgy ^{[1
]}

Balint, Erika ^{[1
]}

机构：

[1] Budapest Univ Technol & Econ, Dept Organ Chem & Technol, H-1521 Budapest, Hungary

[2] Univ Ljubljana, Fac Chem & Chem Technol, SI-1000 Ljubljana, Slovenia

来源：

MOLECULES | 2019年 / 24卷 / 08期

关键词：

-aminophosphonate derivatives; Kabachnik-Fields reaction; amino alcohols; microwave; X-ray diffraction; ALPHA-AMINOPHOSPHONATES; PHOSPHONATES; OXIDES;

D O I：

10.3390/molecules24081640

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

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--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--aminophosphine oxide and a bis(phosphinoylmethyl)ethanolamine was studied by X-ray analysis.

引用

页数：13

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