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Metal-Free Regioselective N2-Arylation of 1H-Tetrazoles with Diaryliodonium Salts

Raktim Abha Saikia, Anurag Dutta, Bipul Sarma and Ashim Jyoti Thakur*

*Department of Chemical Sciences, Tezpur University, Napaam, Tezpur 784028, India, Email:

R. A. Saikia, A. Dutta, B. Sarma, A. J. Takur, J. Org. Chem., 2022, 87, 9782-9796.

DOI: 10.1021/acs.joc.2c00848

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The use of diaryliodonium salts enables a simple, metal-free regioselective N2-arylation strategy for 5-substituted-1H-tetrazoles to provide 2-aryl-5-substituted-tetrazoles. Diaryliodonium salts with a wide range of both electron-rich and previously challenged electron-deficient aryl groups are applicable. A one-pot system achieves the synthesis of 2,5-diaryl-tetrazoles directly from nitriles.

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proposed mechanism

Key Words

2H-Tetrazoles, Arylation

ID: J42-Y2022