Synthesis of racemic P-chiral phosphine oxides and phosphonium salts by stepwise reaction of phosphacoumarins with organomagnesium compounds
A new effective synthetic route to the racemic phosphine oxides and phosphonium salts with a P-asymmetric center was developed based on the stepwise reaction of phosphacoumarins with organomagnesium compounds. A selective P–C bond formation was achieved on each step owing to the differences in reactivity of the exocyclic P–Cl or P–O bonds and endocyclic P–O bond of phosphacoumarins. It was found that the P(O)OMgX fragment of the phosphocoumarin salt does not hinder in the substitution reaction at the phosphorus atom accompanied by ring-opening and P–C bond formation.
Fayzullin, Robert R.,Kuznetsov, Denis M.,Mironov, Vladimir F.,Tatarinov, Dmitry A.
supporting information
(2020/05/14)
Synthesis and Antimicrobial Activity of New Dialkyl(diaryl)-2-(5-chloro-2-hydroxyphenyl)-2-(phenylethenyl)pentylphosphonium Salts
New dialkyl(diaryl)-2-(5-chloro-2-hydroxyphenyl)-2-(phenylethenyl)pentylphosphonium salts bearing various substituents at the phosphorus atom were synthesized. Antimicrobial activity of the salts obtained was estimated. Derivatives with 2-methoxyphenyl substituents at the phosphorus atom are most active against grampositive bacteria. Herewith, dibenzyl-substituted phosphonium derivatives possess the best antifungal activity.
SYNTHESIS AND PROPERTIES OF 2-HEXAFLUOROISOPROPOXY-1,3,2λ5-BENZODIOXAPHOSPHOLANE 2,2-DIHALIDES
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Konovalova, I.V.,Gloede, J.,Mironov, V.F.
p. 1208 - 1209
(2007/10/02)
HALOGENATION OF ortho-SUBSTITUTED ARYL PHOSPHITES
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Gloede, J.
p. 1203 - 1207
(2007/10/02)
CHLORIERUNG VON o-METHOXYPHENYL-DICHLORPHOSPHIT-EINE LITERATURKORREKTUR
o-Methoxyphenyl dichlorophosphit 1 reacts with chlorine to give o-phenylenedioxy-trichlorophosporane 4 and with antimony pentachloride to give o-methoxyphenoxy-trichlorophosphonium-hexachloroantimonate. o-Methoxyphenoxy-tetrachlorophosphorane 2 cannot be isolated. Key words: Dioxytrichlorophosphorane; aryl-oxy-trichlorophosphonium salt; cyclisation.
Gleode, Joerg,Waschke, Regine
p. 331 - 333
(2007/10/02)
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