Synthesis of new 8-arylisoquinoline derivatives by application of palladium-catalyzed Suzuki cross-coupling reactions |
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| Authors: | Inmaculada Andreu,Fré dé ric Fabis,Sylvain Rault |
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| Affiliation: | a Centre d'Etudes et de Recherche sur le Médicament de Normandie, UFR des Sciences Pharmaceutiques, Université de Caen, 5 rue Vaubénard, 14032 Caen Cedex, France
b Departamento de Farmacologia, Laboratorio de Farmacognosia, Facultad de Farmacia, Universidad de Valencia, 46100 Burjassot, Valencia, Spain |
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| Abstract: | New 8-(het)aryltetrahydroisoquinolines (10-14), 8-aryltetrahydroisoquinolin-4-ols (15,16), and 8-phenylisoquinolin-4-ol (17), flexible analogues of aporphine, were synthesized in good yields using palladium-catalyzed Suzuki cross-coupling reactions from 8-bromotetrahydroisoquinolin-4-one (6) as a common intermediate. We also describe the synthesis of this novel intermediate through an easy and efficient method, which involved intramolecular Friedel-Crafts cyclization. |
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| Keywords: | 8-Bromotetrahydroisoquinoline Friedel-Crafts cyclization 8-Aryltetrahydroisoquinolines Suzuki cross-coupling reactions |
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