98215-46-4Relevant academic research and scientific papers
A highly enantioselective access to tetrahydroisoquinoline and β-carboline alkaloids with simple noyori-type catalysts in aqueous media
Evanno, Laurent,Ormala, Joel,Pihko, Petri M.
supporting information; experimental part, p. 12963 - 12967 (2010/06/16)
Silver enhancement: A very convenient modified protocol for the enantioselective transfer hydrogenation of dihydroisoquinoline skeletons under aqueous conditions is reported. Unmodified Noyori ligands can be used and the activity of the catalyst is greatly enhanced with silver additives (see scheme). The protocol was used in a very short synthesis of the alkaloids (S)-harmicine and (S)-crispine.
A general and efficient PIFA mediated synthesis of heterocycle-fused quinolinone derivatives
Herrero, M.Teresa,Tellitu, Imanol,Domínguez, Esther,Hernández, Susana,Moreno, Isabel,SanMartín, Raúl
, p. 8581 - 8589 (2007/10/03)
A new application of the hypervalent iodine reagent phenyliodine(III)bis(trifluoroacetate) (PIFA) has been developed for the construction of a series of N, O, S-containing heterocycle-fused quinolinone derivatives in a general and efficient way. An altern
Syntheses of 2-(3,4-dimethoxyphenyl)ethylamine derivatives and their antiulcer activities
Hosokami,Kuretani,Higashi,Asano,Ohya,Takasugi,Mafune,Miki
, p. 2712 - 2719 (2007/10/02)
A series of acyl derivatives of 2-(3,4-dimethoxyphenyl)ethylamine (4) were synthesized and evaluated for their effectiveness to prevent water-immersion stress-induced gastric ulceration when given intraperitoneally to rats. Among them N-[2-(3,4-dimethoxyp
Dehalogenation of 1-Halogenothienyl-di- and -tetra-hydroisoquinolines by Sodium Methoxide in Dimethyl Sulphoxide
Barker, John M.,Huddleston, Patrick R.,Clephane, Janette,Wood, Michael L.,Holmes, David
, p. 275 - 282 (2007/10/02)
On treatment with sodium methoxide-dimethyl sulphoxide (NaOMe-DMSO) 1-(5-halogeno-2-thienyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolines suffer loss of halogen and are converted into the related 1-hydroxytetrahydroisoquinolines.The reaction fails with comparable 1-bromophenyl- and 1-(halogeno-3-thienyl)tetrahydroisoquinolines.A similar transformation takes place with (5-halogeno-2-thienyl)phenylmethoxymethanes, leading to the dimethyl acetal of the 5-dehalogenated-2-thienyl phenyl ketone. α-Halogenated-2 and 3-thienyl-3,4-dihydroisoquinolines undergo dehalogenation-aromatisation with NaOMe-DMSO.Mechanisms for these conversions are proposed.
