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Concise preparation of amino-5,6,7,8-tetrahydroquinolines and amino-5,6,7,8-tetrahydroisoquinolines via catalytic hydrogenation of acetamidoquinolines and acetamidoisoquinolines.
Skupinska, Krystyna A; McEachern, Ernest J; Skerlj, Renato T; Bridger, Gary J.
Afiliación
  • Skupinska KA; AnorMED Inc., #200-20353 64th Avenue, Langley, BC, Canada V2Y 1N5.
J Org Chem ; 67(22): 7890-3, 2002 Nov 01.
Article en En | MEDLINE | ID: mdl-12398523
A method to prepare amino-substituted 5,6,7,8-tetrahydroquinolines and 5,6,7,8-tetrahydroisoquinolines via catalytic hydrogenation of the corresponding acetamido-substituted quinolines and isoquinolines followed by acetamide hydrolysis is described. The yields of the products are good when the acetamido substituent is present on the pyridine ring and moderate with the acetamido substituent on the benzene ring. This method has also been applied to the regioselective reduction of quinoline substrates bearing other substituents (R = OMe, CO(2)Me, Ph).
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Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2002 Tipo del documento: Article Pais de publicación: Estados Unidos
Buscar en Google
Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2002 Tipo del documento: Article Pais de publicación: Estados Unidos