Selective C(sp3)−H Aerobic Oxidation Enabled by Decatungstate Photocatalysis in Flow |
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| Authors: | Gabriele Laudadio Sebastian Govaerts Ying Wang Davide Ravelli Hannes F Koolman Maurizio Fagnoni Stevan W Djuric Prof Timothy Noël |
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| Institution: | 1. www.noelresearchgroup.com
0000-0002-2749-8393
Department of Chemical Engineering and Chemistry, Micro Flow Chemistry and Process Technology, Eindhoven University of Technology, AZ, Eindhoven, The Netherlands;2. Department of Chemical Engineering and Chemistry, Micro Flow Chemistry and Process Technology, Eindhoven University of Technology, AZ, Eindhoven, The Netherlands;3. Discovery Chemistry and Technologies, AbbVie Inc., North Chicago, Illinois, USA;4. PhotoGreen Lab, Department of Chemistry, University of Pavia, Pavia, Italy;5. Current affiliation: Medicinal Chemistry, Boehringer Ingelheim Pharma GmbH & Co. KG, Biberach an der Riss, Germany |
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| Abstract: | A mild and selective C(sp3)?H aerobic oxidation enabled by decatungstate photocatalysis has been developed. The reaction can be significantly improved in a microflow reactor enabling the safe use of oxygen and enhanced irradiation of the reaction mixture. Our method allows for the oxidation of both activated and unactivated C?H bonds (30 examples). The ability to selectively oxidize natural scaffolds, such as (?)‐ambroxide, pregnenolone acetate, (+)‐sclareolide, and artemisinin, exemplifies the utility of this new method. |
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| Keywords: | aerobic oxidation C(sp3)− H functionalization decatungstate flow chemistry photocatalysis |
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