Palladium Charcoal-Catalyzed Suzuki−Miyaura Coupling To Obtain Arylpyridines and Arylquinolines
1
Koei Chemical Company, Ltd., Kitasode, Sodegaura, Chiba 299-0266, Japan
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Publication type: Journal Article
Publication date: 2003-11-01
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
14629166
Organic Chemistry
Abstract
A phosphine ligand, such as PPh3 or 2-(dicyclohexylphosphino)biphenyl, is essential for the Pd/C-catalyzed Suzuki-Miyaura coupling of halopyridines and haloquinolines, although it has been reported that the reaction of phenyl chlorides can be catalyzed by nonprereduced Pd/C without any additives. In the reactions of bromopyridines, bromoquinolines, 2-chloropyridines, and 2-chloroquinolines, PPh3 was effective enough to provide coupling products in good yields. However, in the reactions of 3-chloropyridine, 4-chloropyridine, and 6-chloroquinoline, sterically hindered 2-(dicyclohexylphosphino)biphenyl was indispensable as a ligand.
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137
Total citations:
137
Citations from 2024:
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(4.38%)
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GOST
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Tagata T., NISHIDA M. Palladium Charcoal-Catalyzed Suzuki−Miyaura Coupling To Obtain Arylpyridines and Arylquinolines // Journal of Organic Chemistry. 2003. Vol. 68. No. 24. pp. 9412-9415.
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Tagata T., NISHIDA M. Palladium Charcoal-Catalyzed Suzuki−Miyaura Coupling To Obtain Arylpyridines and Arylquinolines // Journal of Organic Chemistry. 2003. Vol. 68. No. 24. pp. 9412-9415.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/jo034970r
UR - https://doi.org/10.1021/jo034970r
TI - Palladium Charcoal-Catalyzed Suzuki−Miyaura Coupling To Obtain Arylpyridines and Arylquinolines
T2 - Journal of Organic Chemistry
AU - Tagata, Tsuyoshi
AU - NISHIDA, Mayumi
PY - 2003
DA - 2003/11/01
PB - American Chemical Society (ACS)
SP - 9412-9415
IS - 24
VL - 68
PMID - 14629166
SN - 0022-3263
SN - 1520-6904
ER -
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BibTex (up to 50 authors)
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@article{2003_Tagata,
author = {Tsuyoshi Tagata and Mayumi NISHIDA},
title = {Palladium Charcoal-Catalyzed Suzuki−Miyaura Coupling To Obtain Arylpyridines and Arylquinolines},
journal = {Journal of Organic Chemistry},
year = {2003},
volume = {68},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021/jo034970r},
number = {24},
pages = {9412--9415},
doi = {10.1021/jo034970r}
}
Cite this
MLA
Copy
Tagata, Tsuyoshi, and Mayumi NISHIDA. “Palladium Charcoal-Catalyzed Suzuki−Miyaura Coupling To Obtain Arylpyridines and Arylquinolines.” Journal of Organic Chemistry, vol. 68, no. 24, Nov. 2003, pp. 9412-9415. https://doi.org/10.1021/jo034970r.