Microwave-assisted synthesis of α-aminophosphonates and related derivatives by the Kabachnik-Fields reaction

Tajti, Ádám and Bálint, Erika and Keglevich, György (2019) Microwave-assisted synthesis of α-aminophosphonates and related derivatives by the Kabachnik-Fields reaction. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 194 (4-6). pp. 379-381. ISSN 1042-6507

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Abstract

In this paper, the solvent- and catalyst-free synthesis of a-aminophosphonate derivatives is presented by the microwave-assisted Kabachnik-Fields reaction of amines, paraformaldehyde and P-reagents. Starting from >P(O)H compounds bearing different substituents on the phosphorus atom, P-chiral a-aminophosphonates and a-aminophosphinates were prepared, while using an optically active amine, the synthesis of C-chiral derivatives was elaborated. An optically active bisaminophosphine, obtained after double deoxygenation, was utilized as a chiral bidentate aminophosphine ligand in the synthesis of an optically active cyclic platinum complex. As an extension towards a-aminophosphonates containing a functionalizable group, N-hydroxyethyl-a-aminophosphonates were also prepared

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