Radical Chlorodifluoromethylation: Providing a Motif for (Hetero)arene Diversification
Тип публикации: Journal Article
Дата публикации: 2018-06-01
SCImago Q1
Tоп 10% SCImago
WOS Q1
БС1
SJR: 1.007
CiteScore: 7.7
Impact factor: 4.7
ISSN: 15237060, 15237052
PubMed ID:
29856642
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
A method for the radical chlorodifluoromethylation of (hetero)arenes using chlorodifluoroacetic anhydride is reported. This operationally simple protocol proceeds under mild photochemical conditions with high functional group compatibility and complements the large body of literature for the trifluoromethylation of (hetero)arenes. Introduction of the chlorodifluoromethyl motif enables rapid diversification to a wide array of aromatic scaffolds. This work showcases the chlorodifluoromethyl group as an attractive entryway to otherwise synthetically challenging electron-rich difluoromethyl(hetero)arenes. Furthermore, facile conversion of the CF2Cl moiety into the corresponding aryl esters, gem-difluoroenones, and β-keto-esters is demonstrated.
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Mcatee R. C. et al. Radical Chlorodifluoromethylation: Providing a Motif for (Hetero)arene Diversification // Organic Letters. 2018. Vol. 20. No. 12. pp. 3491-3495.
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Mcatee R. C., Beatty J. W., McAtee C. C., Stephenson C. Radical Chlorodifluoromethylation: Providing a Motif for (Hetero)arene Diversification // Organic Letters. 2018. Vol. 20. No. 12. pp. 3491-3495.
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TY - JOUR
DO - 10.1021/acs.orglett.8b01249
UR - https://doi.org/10.1021/acs.orglett.8b01249
TI - Radical Chlorodifluoromethylation: Providing a Motif for (Hetero)arene Diversification
T2 - Organic Letters
AU - Mcatee, Rory C
AU - Beatty, Joel W
AU - McAtee, Christopher C.
AU - Stephenson, Corey
PY - 2018
DA - 2018/06/01
PB - American Chemical Society (ACS)
SP - 3491-3495
IS - 12
VL - 20
PMID - 29856642
SN - 1523-7060
SN - 1523-7052
ER -
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BibTex (до 50 авторов)
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@article{2018_Mcatee,
author = {Rory C Mcatee and Joel W Beatty and Christopher C. McAtee and Corey Stephenson},
title = {Radical Chlorodifluoromethylation: Providing a Motif for (Hetero)arene Diversification},
journal = {Organic Letters},
year = {2018},
volume = {20},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/acs.orglett.8b01249},
number = {12},
pages = {3491--3495},
doi = {10.1021/acs.orglett.8b01249}
}
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MLA
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Mcatee, Rory C., et al. “Radical Chlorodifluoromethylation: Providing a Motif for (Hetero)arene Diversification.” Organic Letters, vol. 20, no. 12, Jun. 2018, pp. 3491-3495. https://doi.org/10.1021/acs.orglett.8b01249.
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