Some Features of Phosphorylation of 4-Substituted Thiosemicarbazides with Chloroethynylphosphonates

Russian Journal of General Chemistry - The reactions of chloroethynylphosphonates with 4-substituted thiosemicarbazides leads to the predominant formation of dialkyl esters of 5-substituted...     

Reactions of aldoketeniminophosphonates with CH-acids

Aiming to obtain new polyfunctional organophosphorus compounds, we studied the reactions of aldoketeniminophosphonates with different CH-acids. The reactions were shown to proceed efficiently in anhydrous acetonitrile medium in the presence of the catalytic amounts of potassium carbonate to form the products of the addition of CH-acids to a multiple carbon-carbon bond followed by the prototropic isomerization to the corresponding γ-substituted β-functional alkylaminoethenephosphonates. The reaction of aldoketeniminophosphonates with CH-acids is found to depend significantly on the strength and nature of the acid. The formation of the carbon-carbon bond is possible mainly in the case of the CH-acids whose pK _a values lie within 10–14.     

New reactions of chloroethynylphosphonates

Studies of chloroethynylphosphonates reactions with heterocyclic S,N-binucleophiles and conventional CH-acids derivatives are summarized.

     

Stereo- and regioselective synthesis of β-amino-β-tetrazolylvinylphosphonates

Addition of 5-substituted tetrazoles to dimethyl [(N,N-diisopropylamino)ethynyl]phosphonate proceeds regio- and stereoselectively to yield (Z)-[2-diisopropylamino-2-(tetrazolyl)vinyl]phosphonic acid dimethyl esters. The Z-configuration of the products was confirmed by ¹Н NMR spectroscopy and single-crystal X-ray diffraction. The reactions occur via nucleophilic attack of tetrazole involving predominantly the N-1 atom of the tetrazole ring.     

Reaction of chloroacetylenephosphonates with 5-thiotetrazoles

1-Chloroacetylene-2-phosphonates react with 1-substituted 5-thio-1H-1,2,3,4-tetrazoles in anhydrous acetonitrile to form new fused heterocycles, 6-(dialkoxyphosphoryl)-3H-[1,3]thiazolo[3,2-d][1,2,3,4]tetrazol-7-ium chlorides, with a small quantity of Z-dialkyl (1,2-bis{[1-amino(methyl/phenyl)-1H-tetrazol-5-yl]sulfanyl}ethenyl)phosphonates.     

Modification of the Alumina-Supported Platinum Catalyst of Reforming

The catalytic activity of alumina-supported platinum catalysts modified with rare earth metal (samarium, europium, gadolinium, ytterbium, yttrium) complexes in C₆ hydrocarbon reforming was studied.__________Translated from Zhurnal Prikladnoi Khimii, Vol. 78, No. 1, 2005, pp. 97–101.Original Russian Text Copyright © 2005 by Kuz’mina, Liventsev, Sevost’yanov, Dogadina.     

Synthesis of Phosphorus-Containing Acetamidines Bearing Pharmacophoric Fragments

Russian Journal of General Chemistry - The reactions of N-adamant-1-ylketeniminophosphonates with heterocyclic amines (pyrrolidine, morpholine, 2,6-dimethylpiperidine, 4-ethylpiperazine,...