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 language | English |
|---|---|
| Pages (from-to) | 4078-4082 |
| Number of pages | 5 |
| Journal | Angewandte Chemie - International Edition |
| Volume | 57 |
| Issue number | 15 |
| DOIs | |
| Publication status | Published - 16 Feb 2018 |
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Keywords
- aerobic oxidation
- C(sp)−H functionalization
- decatungstate
- flow chemistry
- photocatalysis
Cite this
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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 journal › Article › Academic › peer-review
TY - JOUR
T1 - Selective C(sp3)−H aerobic oxidation enabled by decatungstate photocatalysis in flow
AU - Laudadio, G.
AU - Govaerts, S.
AU - Wang, Y.
AU - Ravelli, D.
AU - Koolman, H.
AU - Fagnoni, M.
AU - Djuric, S.
AU - Noel, T.
PY - 2018/2/16
Y1 - 2018/2/16
N2 - 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.
AB - 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.
KW - aerobic oxidation
KW - C(sp)−H functionalization
KW - decatungstate
KW - flow chemistry
KW - photocatalysis
UR - http://www.scopus.com/inward/record.url?scp=85043533429&partnerID=8YFLogxK
U2 - 10.1002/anie.201800818
DO - 10.1002/anie.201800818
M3 - Article
C2 - 29451725
VL - 57
SP - 4078
EP - 4082
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
SN - 0570-0833
IS - 15
ER -