Reaction of chloromethyliso(thio)cyanato(thio)phosphonates(-phosphinates) with phenol,ethanol, and thiols

(Chloromethyl)isocyanatophosphonates(-phosphinates) take up phenol to form carbamates whose -cleavage gives rise to phenyl (chloromethyl)phosphonates(-phosphinates). (Chloromethyl)(thio)phosphinic-(phosphonic) isothiocyanates react with phenol at 20°C in the absence of catalyst to afford phenyl phosphinates(-phosphonates). (Alkylsulfanyl)carbamates formed by addition of thiols to (chloromethyl)iso(thio)cyanastophosphonates(-phosphinates) under the action of an equimolar amount of triethylamine undergo cyclization into 1,3,4-oxaza(thiaza)phospholines.Translated from Zhurnal Obshchei Khimii, Vol. 74, No. 9, 2004, pp. 1441–1446.Original Russian Text Copyright © 2004 by Khailova, Bagautdinova, Shaimardanova, Krepysheva, M. Pudovik, Chmutova, Azancheev, Musin, A. Pudovik.This revised version was published online in April 2005 with a corrected cover date.     

Reactions of β-Ketophosphonates and Enamine Phosphonates with Electrophilic Reagents

Abstract

The direction of the reactions of β-ketophosphonates and enamine phosphonates strongly depends on the structure of substrates and electrophiles. Regio- and stereoselectivity on the reaction of anionic P-ketophosphonates depends on the nature of cation and solvent. The yield of O-products increases substantially when going from alkylation to acylation, and in particular to phosphorylation.     

Reaction of salicylalkylenediimines with 2-chloro-4,5-diphenyl-1,3,2-dioxaphospholene

Russian Journal of General Chemistry -     

Reactions of salicylaldiimines with propylene chlorophosphites

Russian Journal of General Chemistry -     

Experimental and theoretical investigation of intramolecular transformations of silicon-containing (haloalkyl)phosphorylated ureas and acylamides

Silicon-containing chloromethylphosphorylated ureas undergo transformation involving evolution of chlorotrimethylsilane and formation of 1,3,4-oxazaphospholes. Their analogs, silicon-containing phosphorylated acylamides, transform in another way, viz. by β-cleavage to form the corresponding siloxyphosphonates. Quantum-chemical investigation of thermodynamic characteristics of these processes was carried out.