Home Chemistry Heterocyclic Building Blocks Quinolines 3,4-Dihydroisoquinoline
Aromatic Electrophilic Substitution: 3,4-dihydroisoquinoline can undergo electrophilic aromatic substitution reactions. For example, it can react with electrophiles like nitronium ions or acyl halides to introduce substituents onto the aromatic ring.
Nucleophilic Substitution: The nitrogen atom in 3,4-dihydroisoquinoline can act as a nucleophile and undergo nucleophilic substitution reactions. For instance, it can react with alkyl halides or acyl halides to form N-alkyl or N-acyl derivatives.
Reduction: 3,4-dihydroisoquinoline can be reduced using various reducing agents to form tetrahydroisoquinoline derivatives. Common reducing agents include hydrogen gas (catalytic hydrogenation) or sodium borohydride.
Amination: It can be subjected to amination reactions, where the nitrogen atom can be replaced with other amine groups, often using appropriate reagents and conditions.
Heterocyclic Ring Formation: 3,4-dihydroisoquinoline can participate in ring-forming reactions, such as intramolecular cyclizations, to form various heterocyclic compounds.
Metalation: The nitrogen atom in the molecule can coordinate with various transition metals, leading to metal-catalyzed reactions, such as cross-coupling reactions with aryl halides or other metal-catalyzed transformations.
Condensation Reactions: 3,4-dihydroisoquinoline can be used in condensation reactions, such as Mannich reactions or reductive aminations, to form more complex organic compounds.
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3,3-Dimethyl-3,4-dihydroisoquinolin-1-amine hydrochloride
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6,7-Dimethoxy-1-methyl-3,4-dihydroisoquinoline
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