Vicarious Nucleophilic Substitution (VNS) of Hydrogen in Azulenes
β Scribed by M??goikosza, Mieczyslaw ;Kuciak, Renata ;Wojciechowski, Krzysztof
- Publisher
- John Wiley and Sons
- Year
- 1994
- Tongue
- English
- Weight
- 416 KB
- Volume
- 1994
- Category
- Article
- ISSN
- 0947-3440
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β¦ Synopsis
Abstract
Azulene reacts with carbanions bearing a leaving group according to the vicarious nucleophilic substitution (VNS) scheme. Treatment of 6βchloroazulene with such carbanions affords the VNS reaction and nucleophilic aromatic substitution (S~N~Ar) products. magnified image
π SIMILAR VOLUMES
Hydroxylation of azulenes with tert-butylhydroperoxide active nucleophile, also reacts with unsubstituted azulene. A variety of transformations of 6-hydroxyazulenes, such as proceeds efficiently at the 6-position when the former contain electron-withdrawing substituents in the five-substitution of t
Hydrogens located at activated positions in electrophilic arenes, e.g. ortho and para hydrogens in nitrobenzenes, can be replaced with a nucleophile moiety provided there is at least one nucleofuge X connected to the nucleophilic centre. As the group really leaving in this hydrogen substitution proc