Convenient synthesis of functionalized phosphorus-substituted dialkylamides of organophosphorus acids based on 1,3,5-trisubstituted hexahydro-1,3,5-triazines has been developed, and key aminomethylphosphonates containing NSi and NH moieties have been obtained. These compounds are convenient synthons for the synthesis of the target phosphorus-substituted amides of phosphorus acids containing P—C—N—P and P—C—N—C—C—N—P units. The resulting substances bear bioactive aminomethyl and thiophosphoryl moieties, have potential biological activity, and are also of interest as effective extractants and polydentate chelating ligands.

Convenient synthesis of functionalized bis(2,2,2-trifluoroethyl) phosphonates based on tris(2,2,2-trifluoroethyl) phosphite using N-chloromethylamino carboxylic acids and carbonyl compounds has been developed. The resulting compounds containing functionalized N-amidomethyl and phosphoryl moieties have potential biological activity, and are of interest as effective extractants and polydentate chelating ligands, as well as components of lithium-ion battery electrolytes.

Convenient syntheses of organophosphorus analogs of α- and β-alanine containing functionalized phosphonous and phosphinic acid moieties based on readily available trimethylsilyl esters of trivalent phosphorus acids have been developed. Nucleophilic addition of bis(trimethylsiloxy)phosphine to trimethylsilyl acrylates or α-(acetylamino)-acrylates proceeds regioselectively to give [2-(trimethylsiloxycarbonyl)ethyl]phosphonites, the subsequent functionalization of which affords various derivatives of the target acids. The resulting compounds are of interest as promising biologically active substances and water-soluble ligands.

A convenient synthesis of functionalized N-acylated amino acids containing 3- and 4-coordinated phosphorus moieties as well as N-alkoxycarbonyl groups has been developed. Aminomethylation of tricoordinated phosphorus acid esters with N-chloromethylsubstituted N-alkoxycarbonylamino acids proceeds under mild conditions and affords new types of target products of different structures. The resulting compounds are of interest as promising biologically active substances, effective extractants, and water-soluble polydentate ligands.

Convenient syntheses of functionalized phosphonous and phosphinic acids containing hydrolysis-resistant triethylgermyl moieties have been developed. Radical addition of bis(trimethylsiloxy)phosphine to (triethyl)(vinyl)germane occurs regioselectively to give novel germanium-containing ethylphosphonites, the subsequent functionalization of which affords various target acids. The resulting compounds are of interest as promising biologically active substances and water-soluble ligands.

A convenient synthesis of pyrrolidones substituted with functionalized phosphonous, phosphonic, and phosphinic acid residues has been developed. The radical addition of bis(trimethylsiloxy)phosphine to N-vinylpyrrolidone proceeds regioselectively to give 2-pyrrolidone-substituted ethylphosphonite, and its subsequent functionalization affords the target products. The resulting compounds are of interest as promising biologically active substances and water-soluble ligands.

Convenient methods for the synthesis of a series of organophosphorus analogs of glycine containing aminomethyl groups as well as azaheterocyclic and amino acid moieties have been developed. Aminomethylation of phosphinic acid esters with chloro-, alkoxy- and amino-substituted methyl(dialkyl)amines affords various new functionalized aminomethylphosphonites and bis(aminomethyl)phosphinates. The resulting compounds are of interest as promising biologically active substances, extractants, and water-soluble ligands.

A convenient synthesis of functionalized phosphorus-substituted derivatives of γ-butyrolactone based on readily available γ-crotonolactone and trimethylsilyl esters of trivalent phosphorus acids has been developed. The addition of bis(trimethylsiloxy)phosphine to γ-crotonolactone proceeds regioselectively to give phosphonites containing γ-butyrolactone moieties, the subsequent functionalization of which leads to a variety of target derivatives. The resulting compounds are of interest as promising biologically active substances and water-soluble ligands.

Convenient synthesis of phosphorus-containing derivatives of succinic acid, which contain functionalized phosphonous, phosphonic, and phosphinic acid moieties have been developed. The nucleophilic addition of bis(trimethylsiloxy)phosphine to diesters of maleic, itaconic, and acetylenedicarboxylic acids proceeds regioselectively to give a number of functionalized phosphonites. Further aminomethylation of these compounds affords various target acid derivatives. The resulting compounds are of interest as promising biologically active substances and water-soluble ligands.

A convenient synthesis of organophosphorus analogs of β-phenylalanine containing functionalized 2-phenylethylphosphonous and 2-phenylethylphosphinic acid moieties has been developed. The radical addition of bis(trimethylsiloxy)phosphine to styrene, trimethylsilyl cinnamate, or arylacetylenes proceeds regioselectively to give a variety of substituted 2-phenylethylphosphonites, and the subsequent functionalization affords various derivatives of the target acids. The resulting compounds are of interest as promising biologically active compounds and water-soluble ligands.

A convenient synthesis of functionalized 2-diphenylphosphinoethyl-containing phosphonous and phosphinic acids has been developed. Radical addition of bis(trimethylsiloxy)-phosphine to diphenyl(vinyl)phosphine and phenyl(divinyl)phosphine proceeds regioselectively to give new 2-phosphino-substituted ethylphosphonites, the subsequent functionalization of which affords the target phosphinic acids and a variety of their derivatives. The resulting compounds are of interest as effective water-soluble ligands and promising biologically active substances.

Convenient synthesis of P(O)CH2N-substituted bis- and tris-phosphorus-containing amines using two- and three-component systems have been developed. Methods for the synthesis of new bis- and tris-aminomethylating reagents are presented. Esters of trivalent phosphorus acids react with paraformaldehyde, alkylamines or N-substituted bis(alkoxymethyl)amines, as well as tris(butoxymethyl)amine to give new P(O)CH2N-substituted bis- and tris-phosphorus-containing amines. The resulting compounds are of interest as water-soluble polydentate ligands and effective extractants, as well as promising biologically active substances.

A convenient synthesis of functionalized aminoalkyl organophosphorus compounds bearing 3-, 4- or 5-coordinated phosphorus atom is based on readily available enamines and trivalent phosphorus acid esters. Radical addition of bis(trimethylsiloxy)phosphine to enamines proceeds regioselectively to give aminoalkylphosphonites, and their subsequent functionalization affords various derivatives of the target acids. The nucleophilic addition of hydrospirophosphorane to enamines also proceeds regioselectively to furnish α-aminoalkyl spirophosphoranes containing five-coordinated phosphorus atom. The resulting compounds are of interest as promising biologically active substances and water-soluble ligands.

Functionalized phosphinic acids bearing aminomethyl and 2-carboxyethyl groups were synthesized using vinylpyridines as the starting material. The radical addition of bis(trimethylsiloxy)phosphine to vinylpyridines proceeded regioselectively to give new (2-pyridinylethyl)phosphonites. The later were aminomethylated and 2-carboxyethylated to obtain the target phosphinic acids. The synthesized compounds are of interest as the promising biologically active substances and efficient ligands.

A convenient synthesis of functionalized β-phosphorus-substituted tetraorganosilanes containing hydrolysis-resistant organosilicon moieties comprises radical addition of bis(trimethylsiloxy)phosphine to substituted vinyl- and divinylsilanes. The reaction proceeds regioselectively to form new silicon-containing ethyl phosphonites, the subsequent functionalization of which affords target different-structure tetraorganosilanes.

A convenient synthesis of functionalized trimethylsilyl aminomethylphosphinates containing triethoxysilyl moieties was developed. Radical addition of bis(trimethylsiloxy)-phosphine to triethoxy(vinyl)silane proceeds regioselectively to afford a novel synthon, (2-triethoxysilylethyl)phosphonite, subsequent aminomethylation of which gives the target phosphinates.

A convenient synthesis of functionalized phosphonous and phosphinic acid derivatives based on alkenylferrocenes has been developed. Radical addition of bis(trimethylsiloxy)-phosphine to vinyl- and isopropenylferrocenes proceeds regioselectively to give new 2-ferrocene-containing alkylphosphonites. Subsequent aminomethylation of these phosphonites affords various phosphinic acid derivatives. The obtained compounds are of interest as promising biologically active substances and effective ligands.

New functionalized N-(diphosphonomethyl)-containing peptides were synthesized in high yields by the reaction of tris(trimethylsilyl) phosphite with the appropriate N-formylpeptides under mild conditions in the presence of an effective catalyst, trimethylsilyl triflate. A catalytic scheme for the formation of the products was proposed. The resulting compounds are of interest as promising biologically active substances and effective ligands.

New types of (hydroxymethyl)phosphonic and (methylene)diphosphonic acids bearing heterocyclic fragments were synthesized by addition of tris(trimethylsilyl) phosphite to N-formyl derivatives of five-membered nitrogen heterocycles.

Convenient methods for the synthesis of functionalized phosphonic acids containing piperidine moieties via the reaction of tris(trimethylsilyl) phosphite with N-substituted 4-piperidone derivatives have been developed.