Home Chemistry Heterocyclic Building Blocks Indolines (Z)-3-Benzylideneindolin-2-One
Electrophilic Aromatic Substitution: (Z)-3-benzylideneindolin-2-one contains an aromatic ring, which can undergo electrophilic aromatic substitution reactions. For example, it can react with electrophilic reagents like nitration (adding a nitro group), halogenation (adding halogen atoms), or Friedel-Crafts acylation/alkylation reactions.
Nucleophilic Addition: The carbonyl group in the compound can undergo nucleophilic addition reactions. For instance, it can react with a strong nucleophile like a Grignard reagent to form an alcohol or with a primary amine to form an imine.
Redox Reactions: The indolin-2-one structure can participate in redox reactions. It can be reduced to the corresponding indolin-2-ol or oxidized to other derivatives under appropriate conditions.
Base-Catalyzed Reactions: The compound can undergo base-catalyzed reactions, such as the Claisen condensation, aldol condensation, or Michael addition, depending on the reaction conditions and the presence of suitable reactants.
Isomerization: The presence of the (Z)-3-benzylidene group suggests the potential for isomerization reactions to the (E)-3-benzylidene form under certain conditions.
Hydrolysis: The carbonyl group in the molecule is susceptible to hydrolysis under acidic or basic conditions, resulting in the formation of a carboxylic acid or a primary alcohol, respectively.
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Methyl (3E)-1-acetyl-3-[methoxy(phenyl)methylidene]-2-oxo-2,3-dihydro-1H-indole-6-carboxylate
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(E)-Methyl 3-(methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate
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