Selective C(sp3)−H aerobic oxidation enabled by decatungstate photocatalysis in flow

G. Laudadio, S. Govaerts, Y. Wang, D. Ravelli, H. Koolman, M. Fagnoni, S. Djuric, T. Noel

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35 Citations (Scopus)
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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.

Original languageEnglish
Pages (from-to)4078-4082
Number of pages5
JournalAngewandte Chemie - International Edition
Volume57
Issue number15
DOIs
Publication statusPublished - 16 Feb 2018

Fingerprint

Photocatalysis
Pregnenolone
Oxidation
Scaffolds
Acetates
Irradiation
Oxygen
artemisinine
sclareolide

Keywords

  • aerobic oxidation
  • C(sp)−H functionalization
  • decatungstate
  • flow chemistry
  • photocatalysis

Cite this

Laudadio, G. ; Govaerts, S. ; Wang, Y. ; Ravelli, D. ; Koolman, H. ; Fagnoni, M. ; Djuric, S. ; Noel, T. / Selective C(sp3)−H aerobic oxidation enabled by decatungstate photocatalysis in flow. In: Angewandte Chemie - International Edition. 2018 ; Vol. 57, No. 15. pp. 4078-4082.
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Selective C(sp3)−H aerobic oxidation enabled by decatungstate photocatalysis in flow. / Laudadio, G.; Govaerts, S.; Wang, Y.; Ravelli, D.; Koolman, H.; Fagnoni, M.; Djuric, S.; Noel, T.

In: Angewandte Chemie - International Edition, Vol. 57, No. 15, 16.02.2018, p. 4078-4082.

Research output: Contribution to journalArticleAcademicpeer-review

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