S.sub.N.sup.HAr Reaction of Pyridines with Bisphosphonates Assisted by Electron-Deficient Acetylenes

The S.sub.N.sup.HAr reaction of pyridines with bis(polyfluoroalkyl)phosphonates assisted by benzoylphenylacetylene (equimolar reactants ratio, 70-75°Ð¡, 3.5-7 h, catalyst- and solvent-free) has led to bis(polyfluoroalkyl)pyridinylphosphonates in yield up to 51%. In the presence of phenylcyanoacetyle...

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Veröffentlicht in:Russian journal of general chemistry 2022-09, Vol.92 (9), p.1712
Hauptverfasser: Volkov, P. A, Khrapova, K. O, Telezhkin, A. A, Albanov, A. I, Apartsin, K. A, Trofimov, B. A
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Sprache:eng
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Zusammenfassung:The S.sub.N.sup.HAr reaction of pyridines with bis(polyfluoroalkyl)phosphonates assisted by benzoylphenylacetylene (equimolar reactants ratio, 70-75°Ð¡, 3.5-7 h, catalyst- and solvent-free) has led to bis(polyfluoroalkyl)pyridinylphosphonates in yield up to 51%. In the presence of phenylcyanoacetylene, pyridine has reacted with bis(2,2,2-trifluoroethyl)phosphonate at room temperature to regio- and stereoselectively form Z-(cyanophenylethenyl)-1,4-dihydropyridin-4-ylphosphonate, the S.sub.N.sup.HAr reaction kinetic product, in high yield.
ISSN:1070-3632
DOI:10.1134/S1070363222090134