Decatungstate‐Mediated C(sp3)–H Heteroarylation via Radical‐Polar Crossover in Batch and Flow
Ting Wan
1
,
Luca Capaldo
1
,
Juan A. Rincón
3
,
Pablo García-Losada
3
,
Carlos Mateos
3
,
Michael J. Frederick
4
,
Manuel Nuño
5
,
3
Centro de Investigación Lilly S.A. Avda. de la Industria 30 28108 Alcobendas-Madrid Spain
|
4
Small Molecule Design and Development Eli Lilly and Company Indianapolis IN 46285 USA
|
5
Vapourtec Ltd. Park Farm Business Centre Fornham St Genevieve Bury St Edmunds Suffolk IP28 6TS UK
|
Publication type: Journal Article
Publication date: 2021-07-09
scimago Q1
wos Q1
SJR: 5.550
CiteScore: 27.6
Impact factor: 16.9
ISSN: 14337851, 15213773
PubMed ID:
34060204
General Chemistry
Catalysis
Abstract
Photocatalytic hydrogen atom transfer is a very powerful strategy for the regioselective C(sp3)–H functionalization of organic molecules. Herein, we report on the unprecedented combination of decatungstate hydrogen atom transfer photocatalysis with the oxidative radical–polar crossover concept to access the direct net‐oxidative C(sp3)–H heteroarylation. The present methodology demonstrates a high functional group tolerance (40 examples) and is scalable when using continuous‐flow reactor technology. The developed protocol is also amenable to the late‐stage functionalization of biologically relevant molecules such as stanozolol, (−)‐ambroxide, podophyllotoxin, and dideoxyribose.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
1
2
3
4
5
6
7
|
|
|
Chemistry - A European Journal
7 publications, 7.45%
|
|
|
Organic Letters
6 publications, 6.38%
|
|
|
Chemical Communications
6 publications, 6.38%
|
|
|
Advanced Synthesis and Catalysis
6 publications, 6.38%
|
|
|
Angewandte Chemie
5 publications, 5.32%
|
|
|
Angewandte Chemie - International Edition
5 publications, 5.32%
|
|
|
Journal of the American Chemical Society
3 publications, 3.19%
|
|
|
Nature Communications
3 publications, 3.19%
|
|
|
Journal of Organic Chemistry
3 publications, 3.19%
|
|
|
European Journal of Organic Chemistry
3 publications, 3.19%
|
|
|
ACS Catalysis
3 publications, 3.19%
|
|
|
Chemical Science
3 publications, 3.19%
|
|
|
Reaction Chemistry and Engineering
3 publications, 3.19%
|
|
|
Organic Chemistry Frontiers
3 publications, 3.19%
|
|
|
Chemical Reviews
2 publications, 2.13%
|
|
|
Chem Catalysis
2 publications, 2.13%
|
|
|
ChemCatChem
2 publications, 2.13%
|
|
|
ACS Sustainable Chemistry and Engineering
2 publications, 2.13%
|
|
|
RSC Advances
2 publications, 2.13%
|
|
|
Green Chemistry
2 publications, 2.13%
|
|
|
Asian Journal of Organic Chemistry
2 publications, 2.13%
|
|
|
Molecules
2 publications, 2.13%
|
|
|
Organics
1 publication, 1.06%
|
|
|
Sustainable Chemistry and Pharmacy
1 publication, 1.06%
|
|
|
Tetrahedron Letters
1 publication, 1.06%
|
|
|
Journal of Catalysis
1 publication, 1.06%
|
|
|
ChemSusChem
1 publication, 1.06%
|
|
|
ACS Central Science
1 publication, 1.06%
|
|
|
Pharmaceutics
1 publication, 1.06%
|
|
|
1
2
3
4
5
6
7
|
Publishers
|
5
10
15
20
25
30
35
|
|
|
Wiley
31 publications, 32.98%
|
|
|
Royal Society of Chemistry (RSC)
21 publications, 22.34%
|
|
|
American Chemical Society (ACS)
20 publications, 21.28%
|
|
|
Elsevier
10 publications, 10.64%
|
|
|
Springer Nature
6 publications, 6.38%
|
|
|
MDPI
4 publications, 4.26%
|
|
|
Georg Thieme Verlag KG
1 publication, 1.06%
|
|
|
Tsinghua University Press
1 publication, 1.06%
|
|
|
5
10
15
20
25
30
35
|
- We do not take into account publications without a DOI.
- Statistics recalculated weekly.
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
94
Total citations:
94
Citations from 2024:
45
(47%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Wan T. et al. Decatungstate‐Mediated C(sp3)–H Heteroarylation via Radical‐Polar Crossover in Batch and Flow // Angewandte Chemie - International Edition. 2021. Vol. 60. No. 33. pp. 17893-17897.
GOST all authors (up to 50)
Copy
Wan T., Capaldo L., Laudadio G., Nyuchev A. V., Rincón J. A., García-Losada P., Mateos C., Frederick M. J., Nuño M., Noel T. R. Decatungstate‐Mediated C(sp3)–H Heteroarylation via Radical‐Polar Crossover in Batch and Flow // Angewandte Chemie - International Edition. 2021. Vol. 60. No. 33. pp. 17893-17897.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1002/anie.202104682
UR - https://onlinelibrary.wiley.com/doi/10.1002/anie.202104682
TI - Decatungstate‐Mediated C(sp3)–H Heteroarylation via Radical‐Polar Crossover in Batch and Flow
T2 - Angewandte Chemie - International Edition
AU - Wan, Ting
AU - Capaldo, Luca
AU - Laudadio, Gabriele
AU - Nyuchev, Alexander V.
AU - Rincón, Juan A.
AU - García-Losada, Pablo
AU - Mateos, Carlos
AU - Frederick, Michael J.
AU - Nuño, Manuel
AU - Noel, Timothy R.
PY - 2021
DA - 2021/07/09
PB - Wiley
SP - 17893-17897
IS - 33
VL - 60
PMID - 34060204
SN - 1433-7851
SN - 1521-3773
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2021_Wan,
author = {Ting Wan and Luca Capaldo and Gabriele Laudadio and Alexander V. Nyuchev and Juan A. Rincón and Pablo García-Losada and Carlos Mateos and Michael J. Frederick and Manuel Nuño and Timothy R. Noel},
title = {Decatungstate‐Mediated C(sp3)–H Heteroarylation via Radical‐Polar Crossover in Batch and Flow},
journal = {Angewandte Chemie - International Edition},
year = {2021},
volume = {60},
publisher = {Wiley},
month = {jul},
url = {https://onlinelibrary.wiley.com/doi/10.1002/anie.202104682},
number = {33},
pages = {17893--17897},
doi = {10.1002/anie.202104682}
}
Cite this
MLA
Copy
Wan, Ting, et al. “Decatungstate‐Mediated C(sp3)–H Heteroarylation via Radical‐Polar Crossover in Batch and Flow.” Angewandte Chemie - International Edition, vol. 60, no. 33, Jul. 2021, pp. 17893-17897. https://onlinelibrary.wiley.com/doi/10.1002/anie.202104682.
Profiles