1029774-18-2Relevant academic research and scientific papers
Acyloxy derivatives of trivalent phosphorus in amidoalkylation of hydrophosphoryl compounds
Dmitriev,Ragulin
, p. 1888 - 1894 (2014/01/06)
In order to model the previously suggested mechanism of the P-C bond formation via the Arbuzov reaction, we have studied the interaction of diethylacylphosphite (prepared beforehand as well as generated in situ from tetraethylpyrophosphite) with the in situ generated acyliminium cation. Various conditions of in situ generation of acylphosphite derivatives of P(III) from hydrophosphoryl compounds and acyliminium ions from N,N′- alkylidenebiscarbamates have been investigated: solvent nature, acid catalyst, and the reagents mixing order). The results obtained have confirmed the suggested mechanism of three-component reaction of amidoalkylation of hydrophosphoryl compounds with the formation of P-C bond via the Arbuzov reaction of in situ formed intermediates.
Arbuzov-type reaction of acylphosphonites and N-alkoxycarbonylimine cations generated in situ with trifluoroacetic anhydride
Dmitriev, Maxim E.,Ragulin, Valery V.
supporting information; experimental part, p. 1634 - 1636 (2012/04/10)
A mild procedure for the synthesis of N-protected α- aminoalkylphosphinic acids by the reaction of N,N′-benzylidene- or N,N′-alkylidenebiscarbamates, trifluoroacetic anhydride and the corresponding alkylphosphonous acids in methylene chloride or toluene i
New opinions on the amidoalkylation of hydrophosphorylic compounds
Dmitriev, Maxim E.,Ragulin, Valery V.
supporting information; experimental part, p. 2613 - 2616 (2010/07/06)
A new and milder version of the procedure for the synthesis of N-protected α-aminoalkylphosphorylic compounds by reaction of alkyl carbamates, aldehydes and hydrophosphorylic compounds in acetic anhydride/acetyl chloride and a new mechanism for this type of reaction are described. The isolation, for the first time, of N,N′-benzylidene- and N,N′-alkylidenebiscarbamates as intermediates from the reaction medium and studies of the direct reaction of pre-obtained biscarbamates and hydrophosphorylic compounds in acetic anhydride are reported. A new version of the mechanism for this reaction which includes an Arbuzov-type reaction is proposed.
