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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49 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 - 3 Apr 2018

Keywords

  • aerobic oxidation
  • C(sp)−H functionalization
  • decatungstate
  • flow chemistry
  • photocatalysis
  • C(sp )−H functionalization
  • C(sp(3))-H functionalization

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