Concise Preparation of Amino-5,6,7,8-tetrahydroquinolines and Amino-5,6,7,8-tetrahydroisoquinolines via Catalytic Hydrogenation of Acetamidoquinolines and Acetamidoisoquinolines

Autor:	Krystyna A. Skupinska, Renato T. Skerlj, Ernest J. McEachern, Gary Bridger
Rok vydání:	2003
Předmět:	medicine.drug_class Organic Chemistry Quinoline Substituent Regioselectivity Carboxamide General Medicine Ring (chemistry) Medicinal chemistry Catalysis chemistry.chemical_compound Hydrolysis chemistry Pyridine medicine Organic chemistry Benzene Acetamide
Zdroj:	ChemInform. 34
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200314057
Popis:	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).
Databáze:	OpenAIRE
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