Chemistry Heterocyclic building blocks Indoles 1h-indol-3-ol

1h-indol-3-ol

These compounds have the same murcko framework: 1H-indol-3-ol

Oxidation: Indole-3-ol can be oxidized to form oxindole or other oxidized derivatives under the influence of oxidizing agents.
Esterification: The hydroxyl group in indole-3-ol can undergo esterification reactions with carboxylic acids or acid chlorides to form esters.
Acylation: Indole-3-ol can undergo acylation reactions with acyl chlorides or anhydrides to form N-acyl indole derivatives.
Alkylation: The nitrogen atom in the indole ring can undergo alkylation reactions with alkyl halides or other alkylating agents.
Friedel-Crafts Reactions: Indole-3-ol can participate in Friedel-Crafts acylation or alkylation reactions when treated with appropriate acylating or alkylating agents in the presence of a Lewis acid catalyst.
Nucleophilic Substitution: The nitrogen atom in the indole ring can act as a nucleophile and participate in substitution reactions with electrophiles.
Condensation Reactions: Indole-3-ol can undergo condensation reactions with other carbonyl compounds, such as aldehydes or ketones, to form various condensed structures.
Reduction: The carbonyl group in indole-3-ol or its derivatives can be reduced to form the corresponding alcohol using reducing agents.
Ether Formation: Indole-3-ol can react with alkyl halides or alkyl tosylates to form ethers.
Mannich Reaction: Indole-3-ol can participate in Mannich reactions, where it reacts with formaldehyde and a secondary amine to form β-amino alcohol derivatives.

Further Reading:

Framework+−

(1-(tert-butoxycarbonyl)-1h-indol-2-yl)boronic acid (1h-indol-2-yl)boronic acid (1h-indol-2-yl)methanol (3as,7as)-octahydro-1h-indole (9h-fluoren-9-yl)methyl (2-(1h-indol-3-yl)ethyl)carbamate 1,2,3,4-tetrahydrocyclopenta[b]indole 1,2-dimethyl-1h-indole 1-(1h-indol-1-yl)ethan-1-one 1-(1h-indol-3-yl)ethan-1-one 1-(phenylsulfonyl)-1h-indole 1-(triisopropylsilyl)-1h-pyrrolo[2,3-b]pyridine 1-benzyl-1h-indole 1-ethyl-1h-indole 1-methyl-1h-indole 1-methyl-1h-indole-2-carboxylic acid 1-methyl-1h-indole-3-carbaldehyde 1-methyl-1h-pyrrolo[2,3-b]pyridine 1-phenyl-1h-indole 1h-indol-3-ol 1h-indol-3-yl acetate 1h-indol-4-amine 1h-indol-4-ol 1h-indol-5-ol 1h-indol-6-amine 1h-indol-6-ol 1h-indol-7-amine 1h-indole-2-carbaldehyde 1h-indole-2-carbonitrile 1h-indole-3-carbonitrile 1h-indole-3-carboxylic acid 1h-indole-4-carboxylic acid 1h-indole-5-carbonitrile 1h-indole-5-carboxylic acid 1h-indole-6-carbonitrile 1h-indole-6-carboxylic acid 1h-indole-7-carbonitrile 1h-indole-7-carboxylic acid 1h-pyrrolo[2,3-b]pyridine-3-carbaldehyde 1h-pyrrolo[2,3-b]pyridine-5-carbaldehyde 2,3,4,5-tetrahydro-1h-pyrido[4,3-b]indole 2,3,4,9-tetrahydro-1h-pyrido[3,4-b]indole 2,3-dimethyl-1h-indole 2-(1,3,2-dioxaborolan-2-yl)-1-methyl-1h-indole 2-(1h-indol-1-yl)acetic acid 2-(1h-indol-3-yl)acetic acid 2-(1h-indol-3-yl)ethan-1-amine 2-(1h-indol-3-yl)ethan-1-ol 2-(2-methyl-1h-indol-3-yl)acetic acid 2-(4-fluorophenyl)-1h-indole 2-methyl-1h-indole-3-carbaldehyde 2-methyl-1h-pyrrolo[2,3-b]pyridine 3-(1-oxoisoindolin-2-yl)piperidine-2,6-dione 3-(1h-indol-3-yl)propanoic acid 3-(piperidin-4-yl)-1h-indole 3-iodo-1h-pyrrolo[2,3-b]pyridine 3-methyl-1h-indole 3h-indole 4-bromo-1h-indole 4-chloro-1h-indole 4-fluoro-1h-indole 4-fluoro-1h-pyrrolo[2,3-b]pyridine 4-fluoroindoline-2,3-dione 4-methoxy-1h-indole 4-methyl-1h-indole 4-nitro-1h-indole 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1h-indole 5-(benzyloxy)-1h-indole 5-bromo-1-methyl-1h-indole 5-chloro-1h-indole 5-chloro-1h-indole-2-carboxylic acid 5-chloro-1h-pyrrolo[2,3-b]pyridine 5-fluoro-1h-indole 5-fluoro-1h-pyrrolo[2,3-b]pyridine 5-fluoroindolin-2-one 5-methoxy-1h-indole 5-methoxy-2-methyl-1h-indole 5-methyl-1h-indole 5-nitro-1h-indole 6-(trifluoromethyl)-1h-indole 6-bromo-1-methyl-1h-indole 6-bromo-1h-indole 6-bromo-1h-pyrrolo[2,3-b]pyridine 6-chloro-1h-indole 6-chloro-1h-pyrrolo[2,3-b]pyridine 6-fluoro-1h-indole 6-methoxy-1h-indole 6-methyl-1h-indole 6-methyl-1h-pyrrolo[2,3-b]pyridine 6-nitro-1h-indole 7-bromo-1h-indole 7-bromoindoline-2,3-dione 7-chloro-1h-indole 7-fluoro-1h-indole 7-fluoro-1h-indole-2-carboxylic acid 7-methoxy-1h-indole 7-methyl-1h-indole 7-nitro-1h-indole 9h-pyrido[3,4-b]indole Benzo[cd]indol-2(1h)-one Ethyl 1h-indole-3-carboxylate Ethyl 5-chloro-1h-indole-2-carboxylate Ethyl 5-fluoro-1h-indole-2-carboxylate Ethyl 6-chloro-1h-indole-2-carboxylate Ethyl 7-chloro-1h-indole-2-carboxylate Methyl 1h-indole-3-carboxylate Methyl 1h-indole-4-carboxylate Methyl 1h-indole-5-carboxylate Methyl 1h-indole-6-carboxylate Methyl 1h-indole-7-carboxylate Methyl 2-(1h-indol-3-yl)acetate N-(2-(1h-indol-3-yl)ethyl)acetamide Spiro[indoline-3,4'-piperidin]-2-one Tert-butyl 1h-indole-1-carboxylate Tert-butyl 1h-pyrrolo[2,3-b]pyridine-1-carboxylate Tert-butyl 2-(1,3,2-dioxaborolan-2-yl)-1h-indole-1-carboxylate Tert-butyl 3-(hydroxymethyl)-1h-indole-1-carboxylate Tert-butyl 3-bromo-1h-indole-1-carboxylate Tert-butyl 3-iodo-1h-indole-1-carboxylate Tert-butyl 5-methoxy-1h-indole-1-carboxylate Tryptophan

By Key Group+−

Aminoindole Azaindole Benzoindole Benzyloxyindole Biindolinylidene Bromo-indole-carboxylate Bromo-indole-carboxylic acid Bromo-indole-carboxylic-acid Bromo-methyl-indole Bromoindole Chlorindole-carboxylic-acid Chloro-indole-carboxylate Chloro-methyl indole Chloroindole Cyanoindole Dihydroindolo Dimethyl-indole Dioxaborolan-indole Dioxaborolan-indole-carboxylate Fluorindole-carboxylic acid Fluorindole-carboxylic-acid Fluoro-indole-carboxylate Fluoroindole Fluoromethyl-indole Formyl-indole-carboxylate Formylindole Hydroxyindole Hydroxyisoindoline Hydroxymethy-indole-carboxylate Indol-amine Indol-methanamine Indol-methanol Indol-one Indole-boronic acid Indole-boronic acid/ester Indole-boronic-acid Indole-carbonitrile Indole-ethanol Indole-ethylamine Indole-hydrochloride Indole-hydroxyl Indolecarboxylate Indolecarboxylic Iodo-indole Isoindole Methoxy-indole-carboxylate Methoxy-methyl-indole Methoxyindole Methyl-indole-carboxylic-acid Methyl-nitro-indole Methylindole Nitro-indole-carboxylate Nitroindole Phenyl-indole Piperidine-indole Pyridinoindole Pyrimido-indole Trifluoromethyl-indole

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aromatic heterocycles benzofurans indolines other aromatic heterocycles piperazines Piperidines Pyrazoles Pyridines Pyrimidines pyrroles pyrrolidines pyrrolines

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alcohols aldehydes alkenyls amides amines aryls bromides carboxylic acid salts carboxylic acids Chiral building blocks chlorides esters ethers fluorinated building blocks hydrazides hydrazines hydroxylamines iodides ketones nitriles nitroes phenols sulfamides sulfides trifluoromethyls

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