20226-04-4Relevant academic research and scientific papers
Application of differential reactivity towards synthesis of lamellarin and 8-oxoprotoberberine derivatives: Study of photochemical properties of aryl-substituted benzofuran-8-oxoprotoberberines
Vyasamudri, Sameer,Yang, Ding-Yah
, p. 1092 - 1100 (2018/02/06)
A unique differential reactivity between dihydroisoquinolines and 3-nitrocoumarins was observed and was exploited for the efficient construction of lamellarins and their isomeric benzofuran-8-oxoprotoberberine derivatives under acid-catalyzed or base-promoted conditions. Further, these prepared aryl-substituted benzofuran-8-oxoprotoberberine derivatives bearing electron-donating substituents on benzofuran moiety are found to be benchtop stable but light-sensitive, and can undergo oxidative ring-opening reaction to give the corresponding keto products when exposed to visible light under aerobic conditions.
STUDIES ON FRIEDEL-CRAFTS ACYLATION OF N-ACETYLHOMOVERATRYLAMINE AND PREPARATION OF 1-SUBSTITUTED 3,4-DIHYDRO-6,7-DIMETHOXYISOQUINOLINES
Orito, Kazuhiko,Matsuzaki, Tsutomu,Suginome, Hiroshi,Rodrigo, Russel
, p. 2403 - 2412 (2007/10/02)
Friedel-Crafts acylation of N-acetylhomoveratrylamine in a molar ratio of 1:2:3 of 1, AlCl3 and the appropriate acid chloride using nitrobenzene as solvent gave the corresponding 2-acyl derivatives 2a-j in good yields.Subsequent treatment of 2 in boiling
Rearrangement of 1-(α-Hydroxybenzyl)-1,2,3,4-tetrahydroisoquinolines to 1-Phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines
McMahon, Robert M.,Thornber, Craig W.,Ruchirawat, Somsak
, p. 2163 - 2168 (2007/10/02)
When methoxy-substituted 1-(α-hydroxybenzyl)-1,2,3,4-tetrahydroisoquinolines are heated in formic acid they rearrange initially to give 5-phenyl-2,3-dihydro-1H-3-benzazepines which, on further heating in formic acid, are reduced to 1-phenyl-2,3,4,5-tetrah
