Visible-Light-Induced Selective α-Fluoroarylation of Secondary N-Alkyl Anilines with Polyfluoroarenes via Direct C–H/C–F Coupling
Publication type: Journal Article
Publication date: 2023-06-13
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
37310027
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
Direct and selective fluoroarylations of nucleophilic secondary alkylanilines with polyfluoroarenes were first realized through visible-light-induced C–H/C–F couplings with the assistance of bases. Varieties of α-polyfluoroarylanilines were selectively produced with this protocol from polyfluoroarenes and N-alkylanilines, including natural products and pharmaceutical molecule derivatives. Mechanistic studies illustrated base-promoted photochemical C–H cleavage of the α-C–H bonds of alkylanilines to produce the N-α-carbon radical and then radical addition to polyfluoroarenes.
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Total citations:
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Citations from 2024:
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(70%)
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GOST
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Zhang H. et al. Visible-Light-Induced Selective α-Fluoroarylation of Secondary N-Alkyl Anilines with Polyfluoroarenes via Direct C–H/C–F Coupling // Organic Letters. 2023. Vol. 25. No. 24. pp. 4556-4561.
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Zhang H., Shao Q., Zhang Q., Xia C., Xu W., WU M. Visible-Light-Induced Selective α-Fluoroarylation of Secondary N-Alkyl Anilines with Polyfluoroarenes via Direct C–H/C–F Coupling // Organic Letters. 2023. Vol. 25. No. 24. pp. 4556-4561.
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RIS
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TY - JOUR
DO - 10.1021/acs.orglett.3c01591
UR - https://pubs.acs.org/doi/10.1021/acs.orglett.3c01591
TI - Visible-Light-Induced Selective α-Fluoroarylation of Secondary N-Alkyl Anilines with Polyfluoroarenes via Direct C–H/C–F Coupling
T2 - Organic Letters
AU - Zhang, Hongchen
AU - Shao, Qi
AU - Zhang, Qiao
AU - Xia, Congjian
AU - Xu, Wen-Gang
AU - WU, MINGBO
PY - 2023
DA - 2023/06/13
PB - American Chemical Society (ACS)
SP - 4556-4561
IS - 24
VL - 25
PMID - 37310027
SN - 1523-7060
SN - 1523-7052
ER -
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BibTex (up to 50 authors)
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@article{2023_Zhang,
author = {Hongchen Zhang and Qi Shao and Qiao Zhang and Congjian Xia and Wen-Gang Xu and MINGBO WU},
title = {Visible-Light-Induced Selective α-Fluoroarylation of Secondary N-Alkyl Anilines with Polyfluoroarenes via Direct C–H/C–F Coupling},
journal = {Organic Letters},
year = {2023},
volume = {25},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://pubs.acs.org/doi/10.1021/acs.orglett.3c01591},
number = {24},
pages = {4556--4561},
doi = {10.1021/acs.orglett.3c01591}
}
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MLA
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Zhang, Hongchen, et al. “Visible-Light-Induced Selective α-Fluoroarylation of Secondary N-Alkyl Anilines with Polyfluoroarenes via Direct C–H/C–F Coupling.” Organic Letters, vol. 25, no. 24, Jun. 2023, pp. 4556-4561. https://pubs.acs.org/doi/10.1021/acs.orglett.3c01591.
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