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Selective C(sp³ )-H Aerobic Oxidation Enabled by Decatungstate Photocatalysis in Flow.

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.

SUBMITTER: Laudadio G

PROVIDER: S-EPMC5900731 | biostudies-literature | 2018 Apr

REPOSITORIES: biostudies-literature

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Selective C(sp3 )-H Aerobic Oxidation Enabled by Decatungstate Photocatalysis in Flow.

Laudadio Gabriele G Govaerts Sebastian S Wang Ying Y Ravelli Davide D Koolman Hannes F HF Fagnoni Maurizio M Djuric Stevan W SW Noël Timothy T

Angewandte Chemie (International ed. in English) 20180312 15

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, exem ...[more]

PMID: 29451725

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