25771-98-6

Upstream product

• 131326-89-1 (+/-)-4-(4-chlorophenyl)-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-ol 
• 103-67-3 benzyl-methyl-amine 
• 53215-95-5 N-(trimethylsilylmethyl)benzylamine 
• 622-29-7 N-Benzylidenemethylamine 
• 100-52-7 benzaldehyde 
• 131326-96-0 2-(benzyl-methyl-amino)-1-(4-chloro-phenyl)-ethanone 
• 1357254-43-3 C₁₆H₁₄ClNO 
• 106-39-8 bromochlorobenzene 
• 6798-05-6 2-methyl-1,4-dihydro-2H-isoquinolin-3-one 

Relevant academic research and scientific papers

Synthesis of 6,12-Methanodibenzo[ c, f]azocines and 4-Aryltetrahydroisoquinolines from Aromatic Aldehydes

A methodology for the synthesis of 7,12-dihydro-5H-6,12-methanodibenzo[c,f]azocines from aromatic aldehydes and N-(methoxymethyl)-N-(trimethylsilylmethyl)benzylamine using catalysis by trifluoroacetic and perchloric acids is described. The developed protocol was applied for the synthesis of N-unsubstituted and N-methyl-4-aryltetrahydroisoquinolines.

4-Phenyl tetrahydroisoquinolines as dual norepinephrine and dopamine reuptake inhibitors

Novel 4-phenyl tetrahydroisoquinolines that inhibit both dopamine and norepinephrine transporters were designed and prepared. In this Letter, we describe the synthesis, in vitro activity and associated structure-activity relationships of this series. We also report the ex vivo NET occupancy of a representative compound, 41.

A facile synthesis of 4-aryl-1,2,3,4-tetrahydroisoquinolines

A facile and versatile palladium catalyzed α-arylation between dihydroisoquinolinones and various aryl halides is described. Combined with borane reduction, it provides a convenient way to prepare 4-aryl-1,2,3,4- tetrahydroisoquinolines.

New reduction reaction of benzylic alcohols with acid and proof of the intermolecular hydride shift mechanism

The new reduction reaction of the hydroxy groups of 4-hydroxy-4-phenyl- 1,2,3,4-tetrahydroisoquinolines (1) to the corresponding alkanes (2) with mineral and Lewis acids is reported. A stereoselective intermolecular hydride shift mechanism of the reduction was proved by reaction of the deuterated derivatives (14 and 15) of 1a with 10N HCl-C2H5OH and BBr3 in CH3CN.