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Selective C(sp 3 )−H Aerobic Oxidation Enabled by Decatungstate Photocatalysis in Flow
Author(s) -
Laudadio Gabriele,
Govaerts Sebastian,
Wang Ying,
Ravelli Davide,
Koolman Hannes F.,
Fagi Maurizio,
Djuric Stevan W.,
Noël Timothy
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201800818
Subject(s) - photocatalysis , chemistry , photochemistry , irradiation , oxygen , catalysis , organic chemistry , physics , nuclear physics
A mild and selective C(sp 3 )−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.