Acylation of β-dicarbonyl and β-ketophosphonic compounds

1. The sodium derivatives of acetylacetone and acetoacetic ester react with dimethylphosphoryl chloride to give the corresponding enolphosphates. 2. The sodium derivative of phosphanoacetic acid is acylated by acetyl chloride at the oxygen atom. 3. The acylation of the Na derivative of the trimethyl ester of phosphonoacetic acid with AcCl gave the trimethyl ester of α-acetylphosphonoacetic acid. The K derivative of the phosphonoacetic ester is acylated by AcCl at both the carbon and the oxygen. © 1976 Plenum Publishing Corporation

Tetramethyl ester of phosphonomalonic acid

1. The acylation of the Na derivative of trimethyl phosphonoacetate with methyl chloroformate gave tetramethyl phosphonomalonate, and the IR, UV, and NMR spectra of the latter were studied. 2. Tetramethyl phosphonomalonate in dilute methanol and water solutions contains a substantial amount of the ionized form. © 1977 Plenum Publishing Corporation

Reaction of diethyl phosphorisocyanatidite with 3,4-dichloro-5-hydroxy-2(5H)-furanone

Reaction of diethyl phosphorisocyanatidite with 3,4-dichloro-5-hydroxy-2(H)-furanone (mucochloric acid) is accomplished by mixing the reagents and leads to a bicyclic phosphonamidate. The highly reactive isocyanato substitution at the σ3-phosphorus atom permits one to effect cyclization after the first stage of the Arbuzov reaction and thus much extend the synthetic potential of phosphorylation of mucochloric acid derivatives

Reaction of 3,4-dichloro-5-methoxyfuran-2(5H)-one with 1,2-organylbis(diphenylphosphines)

The reactions of 3,4-dichloro-5-methoxyfuran-2(5H)-one with 1,2-ethylenebis(diphenylphosphine) and 4,5-bis(diphenylphosphinyl)-2-phenylpyridazin-3(2H)-one involve substitution of both chlorine atoms with σ3-P atoms to form unstable diphosphonium bicyclic salts which in the course of the reaction undergo an unusual fragmentation to give finally mono-and tricyclic diphosphoniacyclohexane structures

New triphenylphosphonium salts from a cyclic 2,3-dichloro-4-oxobut-2-enoic acid and its esters. Synthesis of an unusual phosphonium betaine

PPh3 reacts with a cyclic 2,3-dichloro-4-oxobut-2-enoic acid and its cyclic and acyclic esters to form new triphenylphosphonium salts. Treatment of the obtained salts with triethylamine leads to an unusual phosphonium betaine. © 1996 MAEe cyrillic signK Hayκa/Interperiodica Publishing

Reaction of P(III) Organyl Halides with 3,4-Dichloro-5-hydroxy-2(5H)-furanone

Reaction of diphenylchlorophosphine with 3,4-dichloro-5-hydroxy-2(5H)-furanone was used to prepare 3,5-dichloro-4-diphenylphosphinoyl-2(5H)-furanone. The reaction occurs involves nucleophilic substitution of the chlorine β to the carbonyl group and an unusual intermolecular rearrangement. The reaction with diethyl phosphorochloridite takes two routes: The first route is similar to that with diphenylchlorophosphine and the second involves the hydoxyl group

Synthesis, structure, and antibacterial activity of aminobenzofuroxan and aminobenzofurazan

The amination of 4,6-dichloro-5,7-dinitrobenzofuroxan and 4,6-dichloro-5,7-dinitrobenzofurazan with dibenzylamine followed the aromatic nucleophilic substitution pattern (SNAr) and gave products of replacement of both chlorine atoms in the six-membered ring with elimination of hydrogen chloride. Regardless of the reactant ratio, 4,6-dichloro-5,7- dinitrobenzofuroxan was converted into 4,6-bis(dibenzylamino)-5,7- dinitrobenzofuroxan, whereas 4,6-dichloro-5,7-dinitrobenzofurazan under analogous conditions gave rise to unusual bisammonium derivative which lost proton from the amino group on C4 and benzyl group from the amino group on C6; as a result, the corresponding diamine with secondary and tertiary nitrogen atoms was obtained. The structure of the isolated compounds was determined by IR and NMR spectroscopy, elemental analysis, and X-ray analysis; their thermal stability was studied by simultaneous thermogravimetry and differential scanning calorimetry. © 2013 Pleiades Publishing, Ltd

Acylation of β-dicarbonyl and β-ketophosphonic compounds

1. The sodium derivatives of acetylacetone and acetoacetic ester react with dimethylphosphoryl chloride to give the corresponding enolphosphates. 2. The sodium derivative of phosphanoacetic acid is acylated by acetyl chloride at the oxygen atom. 3. The acylation of the Na derivative of the trimethyl ester of phosphonoacetic acid with AcCl gave the trimethyl ester of α-acetylphosphonoacetic acid. The K derivative of the phosphonoacetic ester is acylated by AcCl at both the carbon and the oxygen. © 1976 Plenum Publishing Corporation

Acylation of β-dicarbonyl and β-ketophosphonic compounds

1. The sodium derivatives of acetylacetone and acetoacetic ester react with dimethylphosphoryl chloride to give the corresponding enolphosphates. 2. The sodium derivative of phosphanoacetic acid is acylated by acetyl chloride at the oxygen atom. 3. The acylation of the Na derivative of the trimethyl ester of phosphonoacetic acid with AcCl gave the trimethyl ester of α-acetylphosphonoacetic acid. The K derivative of the phosphonoacetic ester is acylated by AcCl at both the carbon and the oxygen. © 1976 Plenum Publishing Corporation

Tetramethyl ester of phosphonomalonic acid

1. The acylation of the Na derivative of trimethyl phosphonoacetate with methyl chloroformate gave tetramethyl phosphonomalonate, and the IR, UV, and NMR spectra of the latter were studied. 2. Tetramethyl phosphonomalonate in dilute methanol and water solutions contains a substantial amount of the ionized form. © 1977 Plenum Publishing Corporation