16141-72-3Relevant academic research and scientific papers
[1-Hydroxy-1-(2-hydroxyphenyl)ethyl]phosphonates and -phosphinates: Convenient synthesis through intramolecular Abramov reaction and protective activity against influenza A
Korshin, Edward E.,Pozdeev, Oskar K.
, p. 11109 - 11115 (2014/01/06)
A combination of intramolecularization and tandem reaction methodologies has been applied to the synthesis of diethylammonium[1-hydroxy-1-(2- hydroxyphenyl)ethyl]phosphonates and -phosphinates, which were found to be unavailable through a standard intermolecular hydrophosphonylation/hydrolysis sequence. A mild hydrolysis of amidophosphites and -phosphonites, bearing 2-acetylphenoxy-fragment and a hydrolytically labile diethylamino-group at the same trivalent phosphorus atom, directly afforded the title compounds. The overall process probably consists of three steps: (i) selective hydrolysis of the P(III)-N bond to generate the hydrophosphoryl-type intermediates; (ii) formation of the strained 2-substituted 3-hydroxy-2-oxo-2,3-dihydro-1,2- benzoxaphospholes through intramolecular Abramov reaction; (iii) hydrolysis of the endocyclic P(IV)-O bond in the 1,2-benzoxaphospholes to give the acyclic products. Being only modestly active in vitro, at high dosage non-toxic water-soluble title α,γ-dihydroxyphosphonates and -phosphinates exhibited beneficial, but short-lasting effect against experimental influenza A infection (H3N2) in mice.
REACTION OF SILYLPHOSPHITES WITH SECONDARY AMINES
Pudovik, M. A.,Kibardina, L. K.,Pudovik, A. N.
, p. 217 - 218 (2007/10/02)
The reaction of dialkylsilylphosphites with linear and cyclic secondary amines leads to the formation of acid alkoxydialkylamidophosphites and dialkyl phosphites.Aminolysis of pyrocatecholsilylphosphite was accomplished with retention of the phosphorus atom and formation of the corresponding amidophosphites.
