88474-06-0Relevant academic research and scientific papers
YNAZIRIDINES AND THEIR REACTIONS WITH AMINES
Shubina, Yu. V.,Tikhomirov, D. A.,Eremeev, A. V.
, p. 516 - 520 (2007/10/02)
On the basis of the results of IR and UV spectroscopy, a considerable decrease in the efficacy of the conjugation of the unshared pair of the nitrogen atom with a carbonyl group in ynaziridines as compared with ynamines has been shown.The difference in the electronic structures of these compounds finds its reflection in their chemical behavior: the electrophilicity of the triple bond in an ynaziridine is higher than that in the analogous ynamine in reaction with amines.
YNAZIRIDINES. METHODS OF SYNTHESIS OF A NEW TYPE OF YNAMINES
Tikhomirov, D. A.,Shubina, Yu. V.,Eremeev, A. V.
, p. 1231 - 1235 (2007/10/02)
Ways of synthesizing ynaziridines by succesive halogenation and dehydrohalogenation of enaziridino esters, the reaction of potassium aziridinide with bromophenylacetylene, the reaction of 1H-aziridines with the methyl ester of bromopropionic acid was studied.The different direction of the reaction of aziridines with bromomethylpropiolate as a function of the nature of the solvent was demonstrated.In methanol the addition of aziridine to the triple bond proceeds stereospecifically with the formation of the E-isomer.When this reaction was conducted in ether, ynaziridines were obtained for the first time.An effective method of synthesis of ynaminoesters was developed.
