Schuette, Jonathan and Corsi, Daria and Haumer, Wolfgang and Schmid, Simon and Zurauskas, Jonas and Barham, Joshua P. (2024) A hydrazine-free photoredox catalytic synthesis of azines by reductive activation of readily available oxime esters. GREEN CHEMISTRY, 26 (11). ISSN 1463-9262, 1463-9270
Full text not available from this repository. (Request a copy)Abstract
Herein, we present a novel, hydrazine-free photoredox catalyzed platform for azine synthesis using mild, simple reaction conditions. While previous energy transfer activations of oxime esters lead to decarboxylation of the O-auxiliary and radical combination with the iminyl radical, the reductive electron transfer strategy herein affords high yields of azines using only a triarylamine organophotocatalyst and no additives. Scale up was readily achieved by means of a continuous flow reactor. Mechanistic studies indicate a preassembly of photocatalyst and substrate is key to achieving efficient and selective N-N iminyl radical coupling. Herein, we present a novel, hydrazine-free photoredox catalyzed platform for azine synthesis using mild, simple reaction conditions.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | TRANSITION-METAL-COMPLEXES; C-H; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 18 Jul 2025 06:40 |
| Last Modified: | 18 Jul 2025 06:40 |
| URI: | https://pred.uni-regensburg.de/id/eprint/63439 |
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