Palladium-Catalyzed Aromatic C–H Bond Nitration Using Removable Directing Groups: Regiospecific Synthesis of Substituted o-Nitrophenols from Related Phenols
Publication type: Journal Article
Publication date: 2014-11-17
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
25380386
Organic Chemistry
Abstract
A general and regiospecific transformation of substituted phenols into the related o-nitrophenols has been achieved via a three-step process involving the palladium-catalyzed chelation-assisted ortho-C-H bond nitration as the key step. In the process, 2-pyridinyloxy groups act as removable directing groups for the palladium-catalyzed ortho-nitration of substituted 2-phenoxypridines, and they can be readily removed in the subsequent conversion of the resulting 2-(2-nitrophenoxy)pyridines into 2-nitrophenols.
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Total citations:
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GOST
Copy
Zhang W. et al. Palladium-Catalyzed Aromatic C–H Bond Nitration Using Removable Directing Groups: Regiospecific Synthesis of Substituted o-Nitrophenols from Related Phenols // Journal of Organic Chemistry. 2014. Vol. 79. No. 23. pp. 11508-11516.
GOST all authors (up to 50)
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Zhang W., Zhang J., Ren S., Liu Y. Palladium-Catalyzed Aromatic C–H Bond Nitration Using Removable Directing Groups: Regiospecific Synthesis of Substituted o-Nitrophenols from Related Phenols // Journal of Organic Chemistry. 2014. Vol. 79. No. 23. pp. 11508-11516.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/jo502145v
UR - https://doi.org/10.1021/jo502145v
TI - Palladium-Catalyzed Aromatic C–H Bond Nitration Using Removable Directing Groups: Regiospecific Synthesis of Substituted o-Nitrophenols from Related Phenols
T2 - Journal of Organic Chemistry
AU - Zhang, Wei
AU - Zhang, Jian
AU - Ren, Shaobo
AU - Liu, Yunkui
PY - 2014
DA - 2014/11/17
PB - American Chemical Society (ACS)
SP - 11508-11516
IS - 23
VL - 79
PMID - 25380386
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2014_Zhang,
author = {Wei Zhang and Jian Zhang and Shaobo Ren and Yunkui Liu},
title = {Palladium-Catalyzed Aromatic C–H Bond Nitration Using Removable Directing Groups: Regiospecific Synthesis of Substituted o-Nitrophenols from Related Phenols},
journal = {Journal of Organic Chemistry},
year = {2014},
volume = {79},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021/jo502145v},
number = {23},
pages = {11508--11516},
doi = {10.1021/jo502145v}
}
Cite this
MLA
Copy
Zhang, Wei, et al. “Palladium-Catalyzed Aromatic C–H Bond Nitration Using Removable Directing Groups: Regiospecific Synthesis of Substituted o-Nitrophenols from Related Phenols.” Journal of Organic Chemistry, vol. 79, no. 23, Nov. 2014, pp. 11508-11516. https://doi.org/10.1021/jo502145v.