Home Chemistry Heterocyclic Building Blocks Indoles 1-(Phenylsulfonyl)-1H-Indole
Nucleophilic Substitution: The sulfonyl chloride functional group (SO2Cl) can react with nucleophiles (compounds with electron-rich atoms or groups) to replace the chlorine atom with a nucleophilic group. Common nucleophiles include amines, alcohols, and thiol compounds. This can lead to the formation of indole derivatives bearing the nucleophilic group.
Reduction: 1-(phenylsulfonyl)-1H-indole can be reduced to its corresponding sulfonamide using reducing agents such as sodium borohydride (NaBH4) or lithium aluminum hydride (LiAlH4).
Nucleophilic Aromatic Substitution: In some cases, the indole ring itself can undergo nucleophilic aromatic substitution reactions, where a nucleophile replaces a substituent on the indole ring. This often requires harsh reaction conditions or the presence of strong bases.
Hydrolysis: The sulfonyl chloride group can undergo hydrolysis in the presence of water or aqueous base to form the corresponding sulfonic acid.
Grignard Reaction: 1-(phenylsulfonyl)-1H-indole can react with Grignard reagents to form various derivatives by nucleophilic addition to the indole ring or the sulfonyl group.
Wittig Reaction: In some cases, 1-(phenylsulfonyl)-1H-indole can be used as a substrate in a Wittig reaction to form olefins.
Suzuki Coupling: The indole ring may be functionalized with suitable coupling partners in Suzuki coupling reactions to form new carbon-carbon bonds.
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3-(Dimethylamino)-2-(1-(phenylsulfonyl)-1H-indole-2-carbonyl)acrylonitrile
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1-(Phenylsulfonyl)-1H-indole-3-carbaldehyde
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(1-(Phenylsulfonyl)-1H-indol-3-yl)boronic acid
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(1-(Phenylsulfonyl)-1H-indol-6-yl)boronic acid
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(1-(Phenylsulfonyl)-1H-indol-4-yl)boronic acid
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(1-(Phenylsulfonyl)-1H-indol-5-yl)boronic acid
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