Synthesis of new 8-arylisoquinoline derivatives by application of palladium-catalyzed Suzuki cross-coupling reactions

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• 作者：Inmaculada Andreu ; Nuria Cabedo ; Fré ; dé ; ric Fabis ; Diego Cortes and Sylvain Rault
• 关键词：8-Bromotetrahydroisoquinoline ; Friedel– ; Crafts cyclization ; 8-Aryltetrahydroisoquinolines ; Suzuki cross-coupling reactions
• 刊名：Tetrahedron
• 出版年：2005
• 出版时间：2005
• 年：2005
• 卷：61
• 期：34
• 页码：8282-8287
• 全文大小：183 K

文摘

New 8-(het)aryltetrahydroisoquinolines (10–1410–14), 8-aryltetrahydroisoquinolin-4-ols (1515,1616), and 8-phenylisoquinolin-4-ol (1717), flexible analogues of aporphine, were synthesized in good yields using palladium-catalyzed Suzuki cross-coupling reactions from 8-bromotetrahydroisoquinolin-4-one (66) 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.