Science China Chemistry, volume 66, issue 7, pages 2037-2045
Dual ligands relay-promoted transformation of unstrained ketones to polyfluoroarenes and nitriles
Zhen-yu Wang
1
,
Huiying Xu
2
,
Xu ZHANG
1
,
Xing Wang
3
,
Hui Xu
3
,
Hui Gao
2
,
Hui Xiong Dai
1, 3, 4
Publication type: Journal Article
Publication date: 2023-06-20
Journal:
Science China Chemistry
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 9.6
ISSN: 16747291, 18691870
General Chemistry
Abstract
C-C bond activation has emerged as a powerful tool for the construction of complex molecules. Herein, we report a dual ligands relay-promoted transformation of unstrained aryl, alkenyl and alkynyl ketones to the corresponding polyfluoroarenes and nitriles via C-C (=O) bond cleavage and subsequent decarboxylative arylation process. Various polyfluoroarene and nitrile products are obtained in one pot under cyanide-free conditions. The protocol features high atom economy, broad functional group tolerance and excellent heterocyclic compatibility. The late-stage functionalization of the drug and natural product demonstrated the synthetic utility of our protocol. Furthermore, the decisive role of the dual ligands was clarified and the mechanistic rationale including the β−C elimination as the rate-limiting step was supported by detailed density functional theory (DFT) studies.
Top-30
Citations by journals
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1
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Chinese Journal of Chemistry
1 publication, 20%
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Advanced Synthesis and Catalysis
1 publication, 20%
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Angewandte Chemie
1 publication, 20%
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Angewandte Chemie - International Edition
1 publication, 20%
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Russian Chemical Reviews
1 publication, 20%
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Citations by publishers
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3
4
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Wiley
4 publications, 80%
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Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 20%
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- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Wang Z. et al. Dual ligands relay-promoted transformation of unstrained ketones to polyfluoroarenes and nitriles // Science China Chemistry. 2023. Vol. 66. No. 7. pp. 2037-2045.
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Wang Z., Xu H., ZHANG X., Wang X., Xu H., Gao H., Dai H. X. Dual ligands relay-promoted transformation of unstrained ketones to polyfluoroarenes and nitriles // Science China Chemistry. 2023. Vol. 66. No. 7. pp. 2037-2045.
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TY - JOUR
DO - 10.1007/s11426-023-1653-3
UR - https://doi.org/10.1007/s11426-023-1653-3
TI - Dual ligands relay-promoted transformation of unstrained ketones to polyfluoroarenes and nitriles
T2 - Science China Chemistry
AU - Wang, Zhen-yu
AU - Xu, Huiying
AU - ZHANG, Xu
AU - Wang, Xing
AU - Xu, Hui
AU - Gao, Hui
AU - Dai, Hui Xiong
PY - 2023
DA - 2023/06/20 00:00:00
PB - Springer Nature
SP - 2037-2045
IS - 7
VL - 66
SN - 1674-7291
SN - 1869-1870
ER -
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@article{2023_Wang,
author = {Zhen-yu Wang and Huiying Xu and Xu ZHANG and Xing Wang and Hui Xu and Hui Gao and Hui Xiong Dai},
title = {Dual ligands relay-promoted transformation of unstrained ketones to polyfluoroarenes and nitriles},
journal = {Science China Chemistry},
year = {2023},
volume = {66},
publisher = {Springer Nature},
month = {jun},
url = {https://doi.org/10.1007/s11426-023-1653-3},
number = {7},
pages = {2037--2045},
doi = {10.1007/s11426-023-1653-3}
}
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MLA
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Wang, Zhen-yu, et al. “Dual ligands relay-promoted transformation of unstrained ketones to polyfluoroarenes and nitriles.” Science China Chemistry, vol. 66, no. 7, Jun. 2023, pp. 2037-2045. https://doi.org/10.1007/s11426-023-1653-3.