Home Chemistry Heterocyclic Building Blocks Indoles 1-Methyl-1H-Indole-3-Carbaldehyde
Aldol Condensation: The aldehyde group can participate in aldol condensation reactions with another carbonyl compound in the presence of a base or an acid, forming a β-hydroxy aldehyde or ketone.
Nucleophilic Addition: The indole ring can act as a nucleophile, and the carbonyl carbon can be attacked by nucleophiles (e.g., amines, hydrazines) to form corresponding adducts.
Reduction: The carbonyl group can be reduced to the corresponding alcohol using reducing agents like sodium borohydride or lithium aluminum hydride.
Mannich Reaction: The compound may undergo Mannich reactions, where the carbonyl group reacts with formaldehyde and a secondary amine to form β-amino aldehydes.
Vilsmeier-Haack Reaction: The compound may undergo the Vilsmeier-Haack reaction, where the aldehyde group reacts with a chlorinating and dehydrating agent, such as phosphorus oxychloride, to form a chloroiminium ion intermediate. This intermediate can then react with an electron-rich aromatic system.
Acylation: The indole nitrogen can react with acylating agents, leading to the introduction of acyl groups.
Oxidation: The indole ring can be oxidized under certain conditions to form indole-3-carboxylic acid.
Condensation Reactions: The aldehyde group can participate in various condensation reactions, such as Knoevenagel condensation or Claisen-Schmidt condensation, depending on the reaction conditions and the nature of the nucleophile.
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6-Methoxy-1-methyl-1H-indole-3-carbaldehyde
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5-Methoxy-1-methyl-1H-indole-3-carbaldehyde
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5-Fluoro-1-methyl-1H-indole-3-carbaldehyde
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6-Fluoro-1-methyl-1H-indole-3-carbaldehyde
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Methyl 3-formyl-1-methyl-1h-indole-6-carboxylate
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