83719-95-3Relevant academic research and scientific papers
Tandem Pd-Catalyzed Intermolecular Allylic Alkylation/Allylic Dearomatization Reaction of Benzoylmethyl pyridines, Pyrazines, and Quinolines
Zhang, Hui-Jun,Yang, Ze-Peng,Gu, Qing,You, Shu-Li
, (2019)
An efficient synthesis of nitrogen-containing heterocycles via Pd-catalyzed tandem allylic alkylation and dearomatization reactions was reported. In this reaction design, heteroarenes such as pyridines, pyrazines, and quinolines serve as bis-nucleophiles by installing a benzoyl group at the C2 benzylic position. With but-2-ene-1,4-diyl dimethyl dicarbonate as the bis-electrophile, the tandem Pd-catalyzed intermolecular allylic alkylation/allylic dearomatization reaction of benzoylmethyl-substituted heteroarenes has been developed. 2,3-Dihydroindolizine, 6,7-dihydropyrrolo[1,2-a]pyrazine, and 1,2-dihydropyrrolo[1,2-a]quinolin derivatives were obtained in moderate to good yields.
Asymmetric tandem reduction of 2-(aroylmethyl)quinolines with phosphine-free Ru-TsDPEN catalyst
Wang, Tianli,Ouyang, Guanghui,He, Yan-Mei,Fan, Qing-Hua
supporting information; experimental part, p. 939 - 942 (2011/06/17)
The phosphine-free ruthenium complex containing chi-ral N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine (TsDPEN) showed excellent stereoselectivity in the tandem asymmetric reduction of 2-(aroylmethyl) quinolines. The reaction involves transfer hydrogenation of aromatic ketones and hydrogenation of quinolines, giving 1,2,3,4-tetrahydroquinoline derivatives with up to 99% ee and 95:5 dr. Georg Thieme Verlag Stuttgart · New York.
Syntheses of 1-Phenyl-2-(2-quinolyl)ethanones and Related Ethanones
Sund, Eldon H.,Lowe, William D.
, p. 137 - 138 (2007/10/02)
Seven 1-phenyl-2-ethanones were synthesized by the condensation of 2-methyl-6-substituted quinolines and methyl benzoate with sodium hydride as the condensing agent.Substituents in the 6 position were bromo, chloro, fluoro, methoxy, methyl, and trifluoromethyl as well as the parent compound.Picrate derivates were prepared from each ketone.
