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Vicarious Nucleophilic Substitution (VNS) of Hydrogen in Azulenes
Author(s) -
Ma̧goikosza Mieczyslaw,
Kuciak Renata,
Wojciechowski Krzysztof
Publication year - 1994
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.199419940612
Subject(s) - carbanion , chemistry , azulene , nucleophilic substitution , nucleophilic aromatic substitution , nucleophile , substitution (logic) , substitution reaction , medicinal chemistry , photochemistry , organic chemistry , catalysis , computer science , programming language
Azulene reacts with carbanions bearing a leaving group according to the vicarious nucleophilic substitution (VNS) scheme. Treatment of 6‐chloroazulene with such carbanions affords the VNS reaction and nucleophilic aromatic substitution (S N Ar) products.