Home Chemistry Heterocyclic Building Blocks Tetrahydroisoquinolines 5,6,7,8-Tetrahydroisoquinoline
Aromatic Substitution Reactions: Depending on the substituents present on the tetrahydroisoquinoline ring, it can undergo electrophilic aromatic substitution reactions. This might include reactions like nitration, halogenation, or sulfonation.
Reduction Reactions: Tetrahydroisoquinolines can be reduced to the corresponding 1,2,3,4-tetrahydroisoquinoline (THIQ) or further reduced to the fully saturated tetrahydroisoquinoline.
Ring-Opening Reactions: The ring can be opened under certain conditions, leading to the formation of different products. This can occur through cleavage of the C-C or C-N bonds in the ring.
N-Alkylation and Acylation: The nitrogen atom in the tetrahydroisoquinoline can be alkylated or acylated with appropriate reagents to form N-alkyl or N-acyl derivatives.
Oxidation Reactions: The tetrahydroisoquinoline can undergo oxidation reactions, which can lead to the formation of N-oxide or other oxidation products.
Cyclization Reactions: Depending on the reaction conditions and reagents, cyclization reactions can take place, leading to the formation of various cyclic products.
Mannich Reaction: The Mannich reaction involves the condensation of a tetrahydroisoquinoline with formaldehyde and a primary or secondary amine to form a β-amino carbonyl compound.
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5,6,7,8-Tetrahydroisoquinolin-5-amine hydrochloride
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3-Chloro-1-ethyl-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
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3-Chloro-5,6,7,8-tetrahydroisoquinoline
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