71426-60-3Relevant academic research and scientific papers
Michael Addition of P-Nucleophiles to Conjugated Nitrosoalkenes
Naumovich, Yana A.,Ioffe, Sema L.,Sukhorukov, Alexey Yu.
, p. 7244 - 7254 (2019/06/14)
A general approach to various α-phosphorus-substituted oximes (β-oximinoalkyl-substituted phosphonates, phosphine oxides, phosphine-borane complexes, and phosphonium salts) was developed. The strategy exploits hitherto unknown Michael addition of PH-containing compounds (diphenylphosphine oxide, diisopropyl phosphite, phosphine-borane complexes, and triphenylphosphonium bromide) to unstable conjugated nitrosoalkenes, which are generated in situ from corresponding nitrosoacetals. The resulting α-phosphorus-substituted oximes can be considered as useful P-, N-, and O-ligands for catalysis and precursors to valuable β-aminophosphonates.
Synthesis and transformations of triphenylpropargylphosphonium bromide
Bagdasaryan,Pogosyan,Panosyan,Indzhikyan
, p. 1177 - 1183 (2008/12/22)
A method of the synthesis of triphenylpropargylphosphonium bromide is developed. Its isomerization and hydration in various solvents are studied, and reactions with secondary amines, triethylamine, and triphenylphosphine are carried out. It is established that secondary amines add to the intermediate allene isomer with subsequent migration of the formed double bond to the phosphorus atom. The reaction of triethylamine with triphenylpropargyl and triphenylethynyl bromides occurs similarly to alkaline hydrolysis involving attack of the amine on the phosphorus atom. Triphenylphosphine forms with triphenylpropargylphosphonium bromide a bis-salt with a terminal methylene group. Experimental evidence is obtained showing that for phosphoxazole derivatives to form from oximes derived from triphenyl(oxomethyl)phosphonium salts that latter should bear an aryl substituent at the keto group.
