A. A. Prishchenko, M. V. Livantsov, O. Novikova
Jul 12, 2013
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Journal
Russian Journal of General Chemistry
Abstract
Substituted aminomethylenediphosphonites are of interest as the key materials in the synthesis of functionalized aminomethylenediphosphorus-containing compounds, which are analogs of natural organophosphorus pyrophosphates and amino acids, promising ligands and biologically active substances with diverse properties [1]. Recently, we have prepared two types of the compounds by reacting bis(trimethylsiloxy) phosphine with substituted methyleneimines [2]. To synthesize new types of N-substituted aminomethylenediphosphonites we studied the direct interaction of bis(trimethylsiloxy) phosphine A with available Nsubstituted formamides. Note that the phosphine A can be easily attached to the carbonyl groups of various aldehydes and ketones [3], but the analogous reaction with formamide is not described. The reaction of an excess of bis(trimethylsiloxy)phosphine A with Nsubstituted formamides proceeds readily in methylene chloride only in the presence of a catalyst (trimethylsilyl trifluoromethanesulfonate) to give the intermediate diphosphonites B. The latter react with bis(trimethylsilyl)amine under reflux in the presence of trimethylchlorosilane to afford diphosphonites I–III with good yields (cf. [4]). DOI: 10.1134/S1070363213060340