62333-71-5

Upstream product

• 98215-56-6 N-(3,4-dimethoxyphenethyl)-4-bromobenzamide 
• 586-76-5 4-Bromobenzoic acid 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 96315-84-3 1-(4-bromo-phenyl)-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline 
• 586-75-4 4-chlorobenzoyl chloride 

Downstream Products

• 80312-11-4 1,2-(4,5-dimethoxybenzo)-6-p-bromophenyl-7-(1'-methyl-2'-carbomethoxyvinylamino)octam 
• 98215-90-8 1-(4-bromophenyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 62333-81-7 (1R,9bR)-1-Amino-9b-(4-bromo-phenyl)-7,8-dimethoxy-1,4,5,9b-tetrahydro-azeto[2,1-a]isoquinolin-2-one 
• 62333-92-0 N-[(1S,9bS)-9b-(4-Bromo-phenyl)-7,8-dimethoxy-2-oxo-1,4,5,9b-tetrahydro-2H-azeto[2,1-a]isoquinolin-1-yl]-2-phenyl-acetamide 
• 1239326-05-6 1-(4-bromophenyl)-6,7-dimethoxyisoquinoline 
• 98242-48-9 1-(4-Bromo-phenyl)-6,7-dimethoxy-2-methyl-3,4-dihydro-isoquinolinium; iodide 

Relevant academic research and scientific papers

Mechanistic Studies on Bioinspired Aerobic C-H Oxidation of Amines with an ortho-Quinone Catalyst

We report herein our mechanistic studies of the ortho-quinone-catalyzed aerobic oxidation of primary, secondary, and tertiary amines. Two different catalytic pathways were discovered for the reductive half reactions: for primary amines, the reaction was found to proceed via a transamination pathway, while the reactions with secondary amines and tertiary amines proceeded via hydride transfer. We also found that the amine substrates could significantly promote the regeneration of the ortho-quinone catalyst in the oxidative half reaction, in which a proton transfer occurs between the amine substrates and catechol derivatives (the reduced form of the ortho-quinone catalyst).

Strategies and synthetic methods directed toward the preparation of libraries of substituted isoquinolines

Strategies for the production of substituted isoquinoline libraries were developed and explored. Routes involving microwave-assisted variants of the Bischler-Napieralski or Pictet-Spengler reaction allowed for cyclization of substituted β-arylethylamine derivatives. The dihydroisoquinolines and tetrahydroisoquinolines thus generated could then be oxidized to their corresponding isoquinoline analogues. An alternate strategy, however, involving the preparation and activation of isoquinolin-1(2H)-ones is demonstrated to be a more practical, rapid, and efficient route to C1- and C4-substituted isoquinoline libraries.

Synthesis and spectral properties of 6,7-dimethoxy-1-[(ortho; and para-R)-phenyl]-3,4-dihydroisoquinoline

The preparation of eleven novel 6,7-dimethoxy-1-[(ortho, and para-R)-phenyl]-3,4-dihydroisoquinolines with possible pharmacological activity is described. The structure of all products was corroborated by ir, 1H nmr, 13C-nmr, and ms.