[Cu(OH)(TMEDA)]2Cl2-Catalyzed Regioselective 2-Arylation of 5-Substituted Tetrazoles with Boronic Acids under Mild Conditions
1
Fujimoto Chemicals Co., Ltd., 1-2-38, Kinrakuji-cho, Amagasaki, Hyogo 660-0806, Japan
|
2
School
of Pharmaceutical Sciences, Kinki University, 3-4-1, Kowakae, Higashi-Osaka, Osaka 577-8502, Japan
|
Publication type: Journal Article
Publication date: 2014-07-07
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
24962401
Organic Chemistry
Abstract
A mild and regioselective 2-arylation of 5-substituted tetrazoles is described. The reaction proceeds regioselectively with a variety of arylboronic acids in the presence of [Cu(OH)(TMEDA)]2Cl2 to afford 2,5-disubstituted tetrazoles. This is the first report of highly regioselective arylation of 5-alkyltetrazoles.
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Citations from 2024:
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GOST
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Onaka T. et al. [Cu(OH)(TMEDA)]2Cl2-Catalyzed Regioselective 2-Arylation of 5-Substituted Tetrazoles with Boronic Acids under Mild Conditions // Journal of Organic Chemistry. 2014. Vol. 79. No. 14. pp. 6703-6707.
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Onaka T., Umemoto H., MIKI Y., Nakamura A., Maegawa T. [Cu(OH)(TMEDA)]2Cl2-Catalyzed Regioselective 2-Arylation of 5-Substituted Tetrazoles with Boronic Acids under Mild Conditions // Journal of Organic Chemistry. 2014. Vol. 79. No. 14. pp. 6703-6707.
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RIS
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TY - JOUR
DO - 10.1021/jo500862t
UR - https://doi.org/10.1021/jo500862t
TI - [Cu(OH)(TMEDA)]2Cl2-Catalyzed Regioselective 2-Arylation of 5-Substituted Tetrazoles with Boronic Acids under Mild Conditions
T2 - Journal of Organic Chemistry
AU - Onaka, Takuya
AU - Umemoto, Hideaki
AU - MIKI, Yasuyoshi
AU - Nakamura, Akira
AU - Maegawa, Tomohiro
PY - 2014
DA - 2014/07/07
PB - American Chemical Society (ACS)
SP - 6703-6707
IS - 14
VL - 79
PMID - 24962401
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
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@article{2014_Onaka,
author = {Takuya Onaka and Hideaki Umemoto and Yasuyoshi MIKI and Akira Nakamura and Tomohiro Maegawa},
title = {[Cu(OH)(TMEDA)]2Cl2-Catalyzed Regioselective 2-Arylation of 5-Substituted Tetrazoles with Boronic Acids under Mild Conditions},
journal = {Journal of Organic Chemistry},
year = {2014},
volume = {79},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://doi.org/10.1021/jo500862t},
number = {14},
pages = {6703--6707},
doi = {10.1021/jo500862t}
}
Cite this
MLA
Copy
Onaka, Takuya, et al. “[Cu(OH)(TMEDA)]2Cl2-Catalyzed Regioselective 2-Arylation of 5-Substituted Tetrazoles with Boronic Acids under Mild Conditions.” Journal of Organic Chemistry, vol. 79, no. 14, Jul. 2014, pp. 6703-6707. https://doi.org/10.1021/jo500862t.