Dual reactivity of 1,2-disubstituted dihydro-N-heteroaromatic systems

Autor: Stupnikova, T. V., Skorobogatova, Z. M., Sheinkman, A. K.
Zdroj: Chemistry of Heterocyclic Compounds; July 1979, Vol. 15 Issue: 7 p773-777, 5p
Abstrakt: The effect of the nature of the electrophile and the heteroring on the direction of reactions involving the aromatization of a-substituted N-acyl dihydro-N-heterocycles with perchlorates of various organic cations was studied. It is shown that hard and intermediate electrophilic agents (triphenylmethyl, triindolylmethyl, and acetylium perchlorates) split out the a substituent from the dihydroheterocycles to give stable N-acyl salts of the corresponding bases. Soft acceptors (2,2,6,6-tetramethyl-1-oxopiperidinium perchlorate) split out a hydride ion in all cases to give a-substituted N-acyl salts of the corresponding bases.
Databáze: Supplemental Index