Chemistry Heterocyclic Building Blocks Pyridines 4-phenyl-1,2,3,6-tetrahydropyridine
Ambeed provide 7 derivatives of 4-phenyl-1,2,3,6-tetrahydropyridine.
These compounds have the same murcko framework: 4-phenyl-1,2,3,6-tetrahydropyridine.
Reduction: The double bond in the ring can be reduced to form a saturated tetrahydropyridine ring. This can be achieved using reducing agents like hydrogen gas H2 and a catalyst such as palladium (Pd) or by other methods like catalytic hydrogenation.
Amination: The nitrogen atom in the ring can be functionalized through various amination reactions. For example, it can be alkylated or acylated using appropriate reagents, leading to the introduction of different substituents at the nitrogen position.
Oxidation: The compound can be oxidized to produce various functional groups. For instance, oxidation with mild oxidizing agents like potassium permanganate (KMnO4) can lead to the formation of carbonyl groups or other oxygen-containing functional groups.
Catalytic Hydrogenation: The aromatic phenyl group can be hydrogenated using catalysts like palladium on carbon (Pd/C) or platinum (Pt) to produce a saturated cyclohexyl ring.
Grignard Reaction: The phenyl group can be converted into a Grignard reagent (e.g., phenylmagnesium bromide), which can then react with various electrophiles to form different compounds.
Halogenation: The compound can undergo halogenation reactions, such as chlorination or bromination, to introduce halogen substituents into the molecule.
Ring Opening: The tetrahydropyridine ring can be opened under certain reaction conditions, leading to the formation of open-chain compounds.
Cyclization: Depending on the reaction conditions and reagents used, 4-phenyl-1,2,3,6-tetrahydropyridine can participate in cyclization reactions to form different cyclic compounds.
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4-Phenyl-1,2,3,6-tetrahydropyridine hydrochloride
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4-(4-Bromophenyl)-1,2,3,6-tetrahydropyridine hydrochloride
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4-(4-Fluorophenyl)-1-methyl-1,2,3,6-tetrahydropyridine
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tert-Butyl 4-(2-chlorophenyl)-5,6-dihydropyridine-1(2H)-carboxylate
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4-(4-Methoxyphenyl)-1,2,3,6-tetrahydropyridine hydrochloride
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4-(4-Chlorophenyl)-1,2,3,6-tetrahydropyridine hydrochloride
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tert-Butyl 4-(3-aminophenyl)-5,6-dihydropyridine-1(2H)-carboxylate