87880-02-2Relevant academic research and scientific papers
Electrochemical Oxidation of Aromatic Ethers. Part 9. Proof of the Mode of Aryl-Aryl Coupling in 4-Benzylisochroman-3-ones, and the Oxidative Reactions of 2-and 3-Aralkyl-1,2,3,4-tetrahydroisoquinolines
Majeed, Amera J.,Sainsbury, Malcolm,Hall, Stephen A.
, p. 833 - 837 (2007/10/02)
The influence of the solvent upon the coupling reactions of 4-(3,4-dimethoxybenzyl)-6,7-dimethoxyisochroman-3-one has been studied and it is shown that formation of the product, 7a,8-dihydro-3,10,11-trimethoxy-2H-phenanthrofuran-2,7(5H)-dione, proceeds through a six-membered ring transition state.Anodic oxidation of 2-aralkyl-1,2,3,4-tetrahydroisoquinolines leads to cleavage of the aralkyl substituent, whereas 1,2,3,4-tetrahydro-6,7-dimethoxy-3-(3,4-dimethoxybenzyl)-2-methylisoquinoline cyclises to yield 1,2,3,4-tetrahydro-7,10,11-trimethoxy-3-methyl-2,8a-methanodibenzoazocin-6-one and its 1-hydroxy derivative.
