Reactions of organic anions, 139. Vicarious nucleophilic substitution of hydrogen in 1,2,4‐triazine derivatives

Abstract

Abstract Carbanions containing leaving groups at the carbanion centers react with 1,2,4‐triazine and its derivatives according to the vicarious nucleophilic substitution scheme replacing hydrogen atoms in 5‐, 3‐, or 6‐positions with the carbanion moiety. It is demonstrated that the activity of various positions of the triazine ring toward nucleophilic substitution of hydrogen decreases in this order. The reaction provides an efficient way of introduction of functionalized alkyl substituents into the triazine ring.