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Reactions of organic anions, 139. Vicarious nucleophilic substitution of hydrogen in 1,2,4‐triazine derivatives
Author(s) -
Rykowski Andrzej,
Mąkosza Mieczyslaw
Publication year - 1988
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198819880703
Subject(s) - carbanion , chemistry , moiety , triazine , nucleophilic substitution , nucleophile , ring (chemistry) , medicinal chemistry , substitution reaction , stereochemistry , organic chemistry , catalysis
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.