136001-48-4Relevant academic research and scientific papers
SOME KINETIC LAWS AND THE MECHANISM OF REACTIONS OF INCOMPLETE ESTERS OF PHOSPHOROUS ACID WITH ENAMINES
Safina, Yu. G.,Malkova, G. Sh.,Cherkasov, R. A.
, p. 1275 - 1283 (2007/10/02)
A kinetic study of reactions of cyclic and acyclic incomplete esters of phosphorous acid with enamines, enaminoesters, and enaminoketones was conducted by a spectrophotometric method.With derivatives of 1-morpholino-1-phenylethene substituted in the para position of the benzene ring the reaction proceeds in two steps according to an AdE scheme with the phosphorous component of electronic factors exerting the deciding influence on reactivity.The rate-determining step of the addition of acid phosphites to enamines is nucleophilic addition of phosphite at the C=C bond within the H complex of the enaminone with the acid according to a monomolecular mechanism.
REACTION OF CYCLIC PARTIAL PHOSPHITE ESTERS WITH ENAMINES - AN ELECTROPHILIC FORM OF THE PUDOVIK REACTION
Safina, Yu. G.,Malkova, G. Sh.,Cherkasov, R. A.
, p. 562 - 574 (2007/10/02)
It was established that the ease of noncatalytic addition of cyclic and acyclic partial phosphites to enamines is due to the H-donor capacity of the acids and to the degree of localization of the electron density at the C=C bond in the unsaturated partner.It was shown that cyclic phosphites add initially at the carbon-carbon multiple bond of the conjugated N-C=C-C=O system of enamino ketones with the final formation of bisphosphorylated derivatives.
