Home Chemistry Heterocyclic Building Blocks Indazoles 1H-Indazole-3-Carbaldehyde
Nucleophilic Addition: The carbonyl group can undergo nucleophilic addition reactions with various nucleophiles, such as organometallic reagents or hydride sources, to form addition products.
Reduction: The carbonyl group can be reduced to the corresponding alcohol using reducing agents such as lithium aluminum hydride or sodium borohydride.
Condensation Reactions: It can participate in condensation reactions with amines, hydrazines, or other nucleophiles to form imines, Hydrazones , or Schiff bases.
Nucleophilic Substitution: The aldehyde group can undergo nucleophilic substitution reactions with various nucleophiles, leading to the formation of substituted aldehydes.
Oxidation: The aldehyde group can be oxidized to the corresponding carboxylic acid or other oxidation products under appropriate conditions.
Vilsmeier-Haack Reaction: It can undergo Vilsmeier-Haack reaction with N,N-dimethylformamide (DMF) and a chlorinating agent to form N-(chloromethylidene)-1H-indazole-3-carboxamide.
Mannich Reaction: The aldehyde group can participate in Mannich reactions with amines and carbonyl compounds to form β-amino carbonyl compounds.
Hydrogenation: The aldehyde group can be selectively hydrogenated to form the corresponding alcohol using catalysts such as palladium or platinum.
Reimer-Tiemann Reaction: Under certain conditions, such as treatment with chloroform and a base, it can undergo Reimer-Tiemann reaction to form 3-formylindazole.
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6-Bromo-4-fluoro-1H-indazole-3-carbaldehyde
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Methyl 3-formyl-1H-indazole-5-carboxylate
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