1070-42-4Relevant articles and documents
Organophosphorus chemistry without PCl3: A bridge from hypophosphorous acid to H-phosphonate diesters
Fisher, Henry C.,Prost, Lucie,Montchamp, Jean-Luc
, p. 7973 - 7978 (2014/01/06)
A process for the conversion of hypophosphorous acid (H3PO 2, HPA) and alcohols into various H-phosphonate diesters [(RO) 2P(O)H] is described. The new reaction provides a missing bridge between HPA and important H-phosphonates, completely avoiding the use of PCl3. Nickel chloride or nickel on silica catalyze the oxidative phosphorylation of alkyl phosphinates with various alcohols or water. The reaction is atom economic and avoids the formation of waste products. The previous need for both chlorine and base is completely avoided. Esterification of hypophosphorous acid followed by reaction with another molecule of alcohol under the action of a nickel catalyst provides a green method for the preparation of H-phosphonates. This method entirely avoids the need for any stoichiometric chloride unlike those based on phosphorus trichloride. Copyright
Electrophilic trifluoromethylation of S-hydrogen phosphorothioates
Santschi, Nico,Togni, Antonio
experimental part, p. 4189 - 4193 (2011/07/31)
A series of S-hydrogen phosphorothioates have been converted to the corresponding S-trifluoromethyl derivatives upon reaction with the electrophilic trifluoromethylation reagent 1 (trifluoromethyl 1,3-dihydro-3,3-dimethyl-1,2- benziodoxole). Relative rate data were obtained by 19F NMR monitoring of competition experiments and were evaluated by means of the Taft equation. A high positive polar sensitivity factor of 2.55 was found for electron-rich substrates and a negative one of -0.37 for electron-poor ones, implying the involvement of two different rate-determining steps. Furthermore, the reaction was found to be unaffected by steric factors.
SYNTHESE D'α-(ARYLAMINO)BENZYLPHOSPHONATES DE BIS-β'-CHLORETHYLE
Smolders, Robert Rene,Brunin, Dominique,Sarto, Frederic
, p. 941 - 944 (2007/10/02)
Bis-(β'-chlorethyl)-α-(arylamino)benzylphosphonates, potential antitumor agents, have been synthetised by reaction between bis-(β-chlorethyl)phosphonate and four N-benzylidenenaphtylamines or the 4--N->benzylideneaniline.