123629-25-4Relevant academic research and scientific papers
DIAZABICYCLOALKANES WITH NITROGEN ATOMS IN BRIDGEHEAD POSITIONS. 18. INTRAMOLECULAR CYCLIZATION OF 1-(β-HALOETHYL)-1,2,3,4-TETRAHYDROQUINOXALINIUM SALTS IN ACIDIC MEDIA
Doronina, S. O.,Gall', A. A.,Shishkin, G. V.
, p. 311 - 316 (1989)
1-Methyl-1-(β-haloethyl)-1,2,3,4-tetrahydroquinoxalinium salts were synthesized and the dependence of the hydrolysis and cyclization rate constants on the acidity of the medium and presence of halide was found.It was determined that the monocations of tetrahydroquinoxalines participate in the formation of the benzo-1,4-diazabicyclooctene system, since blocking the free electron pair of the tertiary nitrogen atom with a methyl substituent significantly accelerates the cyclization and suppresses the hydrolytic side reaction.
