Reaction of diethyl vinylphosphonate with octyl- and dodecylamines

Diethyl vinylphosphonate reacted with octyl- and dodecylamines to give the corresponding addition products which underwent dealkylation via elimination of ethylene molecule with formation of crystalline zwitterionic ethyl 2-(alkylammonio)ethylphoshonates. © 2014 Pleiades Publishing, Ltd

Reactions of vinylphosphonates with piperazines

© 2017, Pleiades Publishing, Ltd. Dialkyl [2-(piperazin-1-yl)ethyl]phosphonates were obtained by the reactions of piperazine with dialkyl vinylphosphonates. The addition of 2-(piperazin-1-yl)ethanamine to diethyl vinylphosphonate involves the primary exocyclic amino group of the heterocyclic compound

Synthesis of polyphosphorylated diaminoalkanes

© 2016 Taylor & Francis Group, LLC.Heating a mixture of 2 2:1 molar ratio of vinylphosphonate with 1,3-diaminopropane leads to the formation N,N-bis-[(dialkoxyphosphoryl)ethyl]-1,3-diaminopropane. The tetraphosphorylated diaminoalkanes were obtained on the basis of the Kabachnik-Fields reaction

1,10-diaza-18-crown-ether, modified by phosphonate pendant arms - Synthesis, structure, and picrate extraction properties

Reaction of O,O′-diisopropyl-3-methyl-1,2-butadienylphosphonate with 1,10-diaza-18-crown-6 in the presence of a catalytic amount of iPrONa leads to the new crown-ether derivative, containing phosphonate pendant arms (L). The structure of the compound obtained was investigated by single crystal X-ray diffraction analysis, IR, 1H and 31P{1H} NMR spectroscopy, and microanalysis. In the crystal structure the side arms of L are in an anti disposition relative to the macrocyclic cavity. It was established that phosphorylation of 1,10-diaza-18-crown-6 by allenylphosphonate results in an increase of extraction of NaPic and KPic, whereas LiPic and NH4Pic are extracted practically in the same level. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA

Reaction of diethyl 3-methyl-1,2-butadienylphosphonate with 1,10-diaza-18-crown-6

Reaction of two-fold excess of diethyl 3-methyl-1,2-butadienylphosphonate with 1,10-diaza-18- crown-6 leads to the formation of an adduct whose molecule includes two 1-phosphoryl-3-methyl-2-butene fragments bound together by a crown bridge with the anti location of organophosphorus groups relative to the macrocycle plane. The 1,2-multiple bond of the phosphonate is involved in the reaction. Extraction properties of the diphosphorylated crown ether toward alkali metal picrates were studied. © Pleiades Publishing, Ltd., 2009

Reaction of 2-acetyl-5-methyl-2H-1,2,3-diazaphosphole with butane-2,3-diol

The reaction of 2-acetyl-5-methyl-2H-1,2,3-diazaphosphole with (rac)-butane-2,3-diol at temperatures below 0 °C leads to the formation of a hydrospirophosphorane containing both a diazaphospholene and a dioxaphospholane ring system and a β-hydroxy-alkoxy-1,2,3-diazaphospholene. On heating, these products form a hydrospirotetraoxaphosphorane, its tautomeric monocyclic β-hydroxyalkylphosphite and N-acetyl-N'-isopropylidene-hydrazine

Reactions of allenylphosphonates with 2-aminoethanol and amines

Dialkyl 3-methyl-1,2-butadienylphosphonates take up 2-aminoethanol, butylamine, diethylamine, and morpholine in such a way that the amino nitrogen atom adds at the central carbon of the allene triad. The reactions with primary amines lead to the corresponding 1-phosphoryl-2-amino-1-butenes and isomeric 1-phosphoryl-2-iminobutanes, while secondary amines give rise to 1,2- and 2,3-enamines. © 2005 Pleiades Publishing, Inc

Reactions of diethyl 3-methylbuta-1,2-dienylphosphonate with 2-aminobenzothiazole

A reaction of diethyl 3-methylbuta-1,2-dienylphosphonate with 2-aminobenzothiazole afforded 1-diethoxyphosphoryl-2-(2-imino-2,3- dihydrobenzothiazol-3-yl)-3-methylbut-2-ene. © 2005 Springer Science+Business Media, Inc

Reactions of 1,2-ethanedithiol and 2-mercaptoethanol with unsaturated derivatives of four-coordinate phosphorus acids

The reaction of 1,2-ethanedithiol with diethyl vinylphosphonate in the presence of EtONa occurs as the addition of the sulfhydryl group to the β-carbon atom of the substrate to give 1:1 and 1:2 adducts. The nucleophilic addition of 2-mercaptoethanol at the β position of the multiple bond of diethyl vinyl-, diethyl allenyl-, and diethyl prop-1-ynylphosphonates involves only the sulfhydryl group. © 2004 Springer Science+Business Media, Inc