Chemistry Heterocyclic Building Blocks Indoles 4-fluoro-1H-indole
Ambeed provide 24 derivatives of 4-fluoro-1H-indole.
These compounds have the same murcko framework: indole
Nucleophilic Substitution: The fluorine atom in the 4-position of the indole ring can undergo nucleophilic substitution reactions, where a nucleophile replaces the fluorine. Common nucleophiles include amines, Thiols, and organometallic reagents.
Electrophilic Substitution: The indole ring is electron-rich and can undergo electrophilic aromatic substitution reactions. For example, reaction with electrophiles such as acyl chlorides, bromine, or nitration agents can lead to the introduction of substituents at various positions on the indole ring.
Metalation Reactions: Metalation with Organolithium Reagents: 4-fluoro-1H-indole can react with organolithium reagents to form lithiated intermediates. This intermediate can then undergo further reactions with various electrophiles.
Reduction: The fluorine atom can be reduced to other functional groups, such as a hydrogen atom, using reducing agents like lithium aluminum hydride (LiAlH4) or catalytic hydrogenation.
Oxidation: The compound can undergo oxidation reactions to introduce oxygen-containing functional groups. Common oxidizing agents include potassium permanganate (KMnO4) or chromic acid.
Suzuki Coupling or Heck Reaction: 4-fluoro-1H-indole can participate in cross-coupling reactions with suitable partners, such as aryl or vinyl halides, in the presence of palladium catalysts.
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Methyl 4-fluoro-1H-indole-5-carboxylate
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Ethyl 4,6-difluoro-1H-indole-2-carboxylate
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Ethyl 6-bromo-4-fluoro-1H-indole-2-carboxylate
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Methyl 5-chloro-4-fluoro-1H-indole-2-carboxylate