Journal
ORGANIC LETTERS
Volume 14, Issue 3, Pages 672-675Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol202857t
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Funding
- DFG [Graduiertenkolleg 1626]
- Bayerische Graduietenforderung
- DAAD (Indigo)
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The photoredox-catalyzed coupling of N-aryltetrahydroisoquinoline and Michael acceptors was achieved using Ru(bpy)(3)Cl-2 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 alpha-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.
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