volume 79 issue 14 pages 6703-6707

[Cu(OH)(TMEDA)]2Cl2-Catalyzed Regioselective 2-Arylation of 5-Substituted Tetrazoles with Boronic Acids under Mild Conditions

Takuya Onaka 1
Hideaki Umemoto 1
Yasuyoshi MIKI 2
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 typeJournal Article
Publication date2014-07-07
scimago Q2
wos Q1
SJR0.737
CiteScore6.1
Impact factor3.6
ISSN00223263, 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.
Found 
Found 

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GOST Copy
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.
GOST all authors (up to 50) Copy
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.
RIS |
Cite this
RIS Copy
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 -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@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}
}
MLA
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.