Kohls, Paul and Jadhav, Deepak and Pandey, Ganesh and Reiser, Oliver (2012) Visible Light Photoredox Catalysis: Generation and Addition of N-Aryltetrahydroisoquinoline-Derived alpha-Amino Radicals to Michael Acceptors. ORGANIC LETTERS, 14 (3). pp. 672-675. ISSN 1523-7060, 1523-7052
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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.
Item Type: | Article |
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Uncontrolled Keywords: | PHOTOINDUCED REDOX REACTIONS; ELECTRON-DEFICIENT ALKENES; TERTIARY-AMINES; PHOTOCHEMICAL ADDITION; ORGANIC-SYNTHESIS; HIGHLY EFFICIENT; BOND FORMATION; TRANSFER PET; C-C; PHOTOCATALYSIS; |
Subjects: | 500 Science > 540 Chemistry & allied sciences |
Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser |
Depositing User: | Dr. Gernot Deinzer |
Date Deposited: | 19 May 2020 09:01 |
Last Modified: | 19 May 2020 09:01 |
URI: | https://pred.uni-regensburg.de/id/eprint/19242 |
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