76055-94-2Relevant academic research and scientific papers
Electrochemical Oxidation of Aromatic Ethers. Part 6. Oxidation of 4-(3,4-Dimethoxybenzyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline and Attempted Synthesis of 4-(3,4-Dimethoxybenzyl)-6,7-dimethoxy-2-methyl-1,4-dihydro-3(2H)-isoquinoline
Carmody, Maurice P.,Sainsbury, Malcolm,Newton, Roger F.
, p. 2013 - 2020 (2007/10/02)
The cyclisation of 3-(2,4-dimethoxybenzyl)-2-(2-hydroxymethyl-4,5-dimethoxyphenyl)-N-methylpropionamide (5) and related compounds does not yield 4-(3,4-dimethoxyphenyl)-6,7-dimethoxy-2-methyl-1,4-dihydro-3(2H)-isoquinolone, but gives instead dibenzocycloheptane derivatives.Anodic oxidation of 4-(3,4-dimethoxyphenyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline affords the corresponding 3,4-dihydroisoquinolinium and 4-(3,4-dimethoxybenzylidene)-6,7-dimethoxy-2-methyl-1,4-dihydroisoquinolinium salts.No intramolecularly aryl-aryl coupled products are isolated and the implication of this result on the design of substrates for the synthesis of biphenyl derivatives is discussed.
