Visible Light Photoredox Catalysis: Generation and Addition of N-Aryltetrahydroisoquinoline-Derived 伪-Amino Radicals to Michael Acceptors

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• 作者：Paul Kohls ; Deepak Jadhav ; Ganesh Pandey ; Oliver Reiser
• 刊名：Organic Letters
• 出版年：2012
• 出版时间：February 3, 2012
• 年：2012
• 卷：14
• 期：3
• 页码：672-675
• 全文大小：323K
• 年卷期：v.14,no.3(February 3, 2012)
• ISSN：1523-7052

文摘

The photoredox-catalyzed coupling of N-aryltetrahydroisoquinoline and Michael acceptors was achieved using Ru(bpy)₃Cl₂ or [Ir(ppy)₂(dtb-bpy)]PF₆ in combination with irradiation at 455 nm generated by a blue LED, demonstrating the trapping of visible light generated 伪-amino radicals. While intermolecular reactions lead to products formed by a conjugate addition, in intramolecular variants further dehydrogenation occurs, leading directly to 5,6-dihydroindolo[2,1-a]tetrahydroisoquinolines, which are relevant as potential immunosuppressive agents.