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

Takuya Onaka, Hideaki Umemoto, Yasuyoshi Miki, Akira Nakamura and Tomohiro Maegawa

*Fujimoto Chemicals Co., Ltd., 1-2-38, Kinrakuji-cho, Amagasaki, Hyogo 660-0806; Kinki University, 3-4-1, Kowakae, Higashi-Osaka, Osaka 577-8502, Japan, Email: t-onakafujimoto-chem.co.jp, maegawaphar.kindai.ac.jp

T. Onaka, H. Umemoto, Y. Miki, A. Nakamura, T. Maegawa, J. Org. Chem., 2014, 79, 6703-6707.

DOI: 10.1021/jo500862t

Abstract

A mild and highly regioselective 2-arylation of 5-substituted tetrazoles proceeds with various arylboronic acids in the presence of [Cu(OH)(TMEDA)]₂Cl₂ to afford 2,5-disubstituted tetrazoles.

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Key Words

2H-tetrazoles

ID: J42-Y2014

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

Takuya Onaka*, Hideaki Umemoto, Yasuyoshi Miki, Akira Nakamura and Tomohiro Maegawa*

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

Takuya Onaka, Hideaki Umemoto, Yasuyoshi Miki, Akira Nakamura and Tomohiro Maegawa