Vicarious nucleophilic substitution

Overview

In organic chemistry, the vicarious nucleophilic substitution is a special type of nucleophilic aromatic substitution in which a nucleophile replaces a hydrogen atom on the aromatic ring and not leaving groups such as halogen substituents which are ordinarily encountered in SNAr. This reaction type was reviewed in 1987 by Polish chemists Mieczysław Mąkosza and Jerzy Winiarski.

Actions

• This entry doesn't have stoichiometric equivalents on file yet — the Reaction Scale Calculator needs at least one participant tagged with an equivalents value.
• Mechanism / source ↗
• View as JSON ↗

Search literature

• Google Scholar ↗
• PubMed ↗
• Wikipedia ↗

More Substitution reactions

• A GENERAL PROCEDURE FOR MITSUNOBU INVERSION OF STERICALLY HINDERED ALCOHOLS: INVERSION OF MENTHOL. (1S,2S,5R)-5-METHYL-2-(1-METHYLETHYL)CYCLOHEXYL 4-NITROBENZOATE (Cyclohexanol, 5-methyl-2-(1-methylethyl)-, 4-nitrobenzoate, [1S-(1α,2α,5β)]-) Substitution
• Appel reaction Substitution
• Catalytic Intramolecular Friedel-Crafts Reaction of Benzyl Meldrum's Acid Derivatives: Preparation of 5,6-Dimethoxy-2-Methyl-1-Indanone Electrophilic aromatic substitution
• Finkelstein reaction Substitution
• Friedel-Crafts acylation: benzene + acetyl chloride → acetophenone Electrophilic aromatic substitution
• Indium-Catalyzed Heteroaryl–Heteroaryl Bond Formation through Nucleophilic Aromatic Substitution: Preparation of 2-Methyl-3-(thien-2-yl)-1H-indole Substitution