Home Chemistry Heterocyclic Building Blocks Indoles 1-Benzyl-1H-Indole
Friedel-Crafts Acylation or Alkylation: You can perform Friedel-Crafts acylation or alkylation on the benzene ring. This involves the substitution of the hydrogen on the benzyl group with an acyl or alkyl group in the presence of a Lewis acid catalyst like aluminum chloride (AlCl3) or iron(III) chloride (FeCl3).
Grignard Reaction: You can react 1-benzyl-1H-indole with a Grignard reagent (RMgX) to form a new carbon-carbon bond. This can be useful for introducing various functional groups.
Nitration: 1-benzyl-1H-indole can undergo nitration by treating it with a mixture of concentrated nitric and sulfuric acids. This can introduce a nitro group (-NO2) onto the benzene ring.
Reduction: The benzyl group in 1-benzyl-1H-indole can be reduced to the corresponding alkyl group using reducing agents like lithium aluminum hydride (LiAlH4) or sodium borohydride (NaBH4).
Oxidation: You can oxidize the benzyl group to a carboxylic acid or aldehyde using strong oxidizing agents like potassium permanganate (KMnO4) or chromic acid (H2CrO4).
Nucleophilic Substitution: The indole ring can undergo nucleophilic substitution reactions with various electrophiles, including alkyl halides, acyl chlorides, and other suitable electrophiles. This can lead to the addition of substituents to the indole ring.
Halogenation: You can halogenate the benzene ring or the indole ring by using appropriate halogenating agents such as bromine or chlorine in the presence of a Lewis acid catalyst.
Suzuki-Miyaura Coupling: 1-benzyl-1H-indole can be used in Suzuki-Miyaura coupling reactions to form carbon-carbon bonds with aryl or vinyl boronic acids.
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1-(4-Methylbenzyl)-1H-indole-3-carbaldehyde
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