1648-39-1Relevant articles and documents
New General Synthesis of Organophosphorus P-F Compounds via Reaction of Azolides of Phosphorus Acids with Acyl Fluorides: Novel Route to 2-Deoxynucleosidyl Phosphorofluoridates and Phosphorodifluoridates
Dabkowski, Wojciech,Michalski, Jan,Wasiak, Jacek,Cramer, Friedrich
, p. 817 - 820 (2007/10/02)
Tetra- and tri-coordinate P-N-imidazole derivatives and their structural analogous react smoothly with acyl fluorides to give the corresponding P-F compounds an almost quantitative yield.This method has been successfully applied to produce 2-deoxynucleosidyl phosphorofluoridates and phosphorodifluoridates.
PHOSPHORORGANISCHE VERBINDUNGEN 97. Die Diphenylphosphinyl- und die Diphenylthiophosphinylgruppe als selektive Schutzgruppe fuer die Mercaptofunktion. Nucleophile Abloesung der Thioloestergruppe aus Thiophosphin-, Thiophosphon- und Thiophosphorsaeure-S-estern durch nicht solvatisierte...
Horner, L.,Gehring, R.,Lindel, H.
, p. 349 - 356 (2007/10/02)
Diphenylphosphinic acid cyanide and diphenylthiophosphonic acid cyanide react selectively with the mercaptogroup even in presence of primary aminogroups.The thioloesterbond in thiophosphinic, thiophosphonic and thiophosphoric acid S-esters is cleaved under mild conditions by unsolvated fluoride ions F*3H2O (R = C4H9) and CsF> in methylene chloride, chloroform or THF. (C6H5)2P(O)CN and (C6H5)2P(S)CN are therefore protecting group reagents for mercaptans.Diphenylphosphinic acid chloride and diphenylthiophosphinic acid chloride are N-selective in competing reactions using butylamine/butylmercaptan.In contrast to the corresponding S-selective cyanides no selectivity is observed using cysteamine and cysteinmethylester.