17283-06-6Relevant academic research and scientific papers
Oxidative coupling of 1-(2-methyl-4-phenylquinolin-3-yl)ethanone with ethanol and unexpected deacetylative synthesis of 3-hydroxy quinoline
Chauhan, Parul,Ravi, Makthala,Kant, Ruchir,Yadav, Prem. P.
, p. 1080 - 1085 (2017)
An efficient one pot method for the synthesis of anti-α,β-epoxy ketones from 1-(2-methyl-4-phenylquinolin-3-yl)ethanone and ethanol has been developed by a modified Darzen reaction. The reaction occurs under oxidative conditions via a cascade sequence of bromination, aldol condensation followed by substitution. The reaction in the presence of NBS and a base however, in the absence of an oxidant, led to the formation of the corresponding 3-hydroxylated product via an unusual rearrangement.
Preparation of 3-hydroxyquinolines from direct oxidation of dihydroquinolinium salts
Ramanathan, Mani,Wan, Jing,Liu, Shiuh-Tzung
, p. 38166 - 38174 (2018/12/02)
A series of functionalized 3,4-dihydroquinolinium salts were prepared from the reaction of aryldiazonium salt with alkene in a nitrile solution. Further oxidation yielding either 3-hydroxyquinoline or quinoline products was investigated. A one-pot process from aryldiazonium salts, alkenes and nitriles leading to 3-hydroxyquinolines was also developed. Furthermore, an intramolecular trapping of an N-arylnitrilium ion with a vinyl group at the ortho position leading to 2-substituted quinolines was revealed.
Synthesis and Biological activity of new HMG-CoA reductase inhibitors. 3.1,2 lactones of 6-phenoxy-3,5-dihydroxyhexanoic acids
Jendralla,Granzer,V Kerekjarto,Krause,Schacht,Baader,Bartmann,Beck,Bergmann,Kessler,Wess,Chen,Granata,Herchen,Kleine,Schussler,Wagner
, p. 2962 - 2983 (2007/10/02)
A group of 43 optically active sodium carboxylates (11a-qq and the corresponding lactones 4 were prepared from respective phenols 8 according to Schemes I-III. Phenols 8 were synthesized from commercially available compounds according to Schemes IV-IX. A
