Graml, Andreas and Ghosh, Indrajit and Koenig, Burkhard (2017) Synthesis of Arylated Nucleobases by Visible Light Photoredox Catalysis. JOURNAL OF ORGANIC CHEMISTRY, 82 (7). pp. 3552-3560. ISSN 0022-3263,
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Arylated nucleobases were synthesized by visible light photocatalysis using rhodamine 6G as photoredox catalyst and N,N-diisopropylethylamine as sacrificial electron donor. The high redox potential of this catalyst system is achieved by a consecutive photoinduced electron transfer process (conPET) and allows the room temperature conversion of brominated and chlorinated nucleobases or nucleobase precursors as starting materials. In contrast to many transition-metal-based syntheses, a direct C-H arylation of nitrogen-containing halogenated heterocycles is possible without protection of the N-H groups. The method provides a simple, metal-free alternative for the synthesis of biologically interesting arylated heterocycles under mild conditions.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | H BOND ACTIVATION; PYRIMIDINE NUCLEOSIDES; ORGANIC-SYNTHESIS; DERIVATIVES; URACIL; PURINE; HETEROARENES; RADICALS; ARENES; BASES; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 14 Dec 2018 13:10 |
| Last Modified: | 20 Feb 2019 07:18 |
| URI: | https://pred.uni-regensburg.de/id/eprint/1044 |
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