97288-85-2Relevant academic research and scientific papers
Investigation on amino-heck cyclization of 1-(2-vinylcyclohexyl)ketone diethyl phosphinyloximes
Tsao, Sheng-Wei,Zhu, Jia-Liang
experimental part, p. 383 - 401 (2012/03/10)
Upon the treatment with Pd(PPh3)4 and Et3N in DMF at 80 °C, a range of trans-1-(2-vinylcyclohexyl)-substituted ketone diethylphosphinyloximes underwent the cyclization in a 6-endo pathway to afford 1-substituted tetrahydroisoquinolines in varying yields. Among which, the reactions of the substrates bearing the saturated alkyl groups were severely competed by hydrolysis and/or Beckmann rearrangement, while these undesired side reactions could be suppressed by introducing a β-aryl moiety possibly due to the stabilizing π-π stacking interactions between the phosphoryl and/or vinyl group and the aryl.
Vilsmeier-Haack reaction of 1-methyl-3,4-dihydroisoquinolines - Formation of (3,4-dihydroisoquinolin-1-yl)acetaldehydes and pyrroloisoquinolines and an attempted synthesis of aaptamine
Nagarajan, K.,Rodrigues, P. J.
, p. 1115 - 1118 (2007/10/02)
Treatment of dihydroisoquinolines (1a-d) with DMF-POCl3 yields, depending upon the molar concentrations of reagents, temperature and duration, isoquinolinylacetaldehydes (2), propanedials (3) or pyrroloisoquinolines (4).N-Acetylhomoveratryl amine (6) also affords under similar conditions the dialdehyde 3b and pyrroloisoquinoline 4b.Vilsmeier-Haack (VH) reaction of the 1-methyl-8-nitroisoquinoline 1e under mild conditions gives the N-formyl derivative 8 and under vigorous conditions, pyrroloisoquinoline 4e. 1-Methylisoquinoline (9) and its 5,6,7,8-tetrahydro derivative (10) remain unchanged under these conditions, whereas 1-ethyl-3,4-dihydroisoquinoline (11) forms only the N-formyl derivative (12). 2-Methylquinoline, 2-methylbenzimidazole and 2-methylbenzoxazole even under forcing VH conditions yield only the dialdehydes and not the fused pyrroles.
Substituted 2-[monoannelated (3,4-,4,5-, and 5,6-) pyridylalkylenesulfinyl]benzimidazoles
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, (2008/06/13)
The present invention provides novel substituted 2-[monoannelated(3,4- 4,5-, and 5,6-)pyridylalkylenesulfinyl]-benzimidazoles with gastric acid inhibiting effects.
