Home Chemistry Heterocyclic Building Blocks Indoles 1H-Indole-3-Carbonitrile
Nucleophilic Substitution Reactions: The nitrile group is susceptible to nucleophilic attack. It can undergo substitution reactions with nucleophiles, leading to the formation of amine derivatives or carboxylic acid derivatives.
Reduction Reactions: The nitrile group can be reduced to the corresponding amine under appropriate conditions, typically using reducing agents such as lithium aluminum hydride (LiAlH4) or catalytic hydrogenation.
Grignard Reactions: The nitrile group can react with a Grignard reagent to form a ketone through nucleophilic addition.
Hydrolysis: The nitrile group can undergo hydrolysis under acidic or basic conditions to produce a carboxylic acid or an amide, respectively.
Acylation Reactions: The indole ring can undergo acylation reactions with acyl chlorides or anhydrides, producing substituted indole derivatives.
Heterocyclization: The indole ring itself is reactive and can participate in various cyclization reactions to form fused or spirocyclic compounds.
Metalation Reactions: The acidic hydrogen on the indole nitrogen can be metalated with strong bases, leading to the formation of indole derivatives with metal substituents.
Coupling Reactions: The indole-3-carbonitrile can participate in coupling reactions, such as Suzuki or Stille couplings, to form biaryl compounds.
Oxidation: The indole ring can be oxidized under certain conditions, leading to the formation of oxindole derivatives.
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Methyl 3-cyano-1H-indole-6-carboxylate
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6-(Trifluoromethyl)-1H-indole-3-carbonitrile
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