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[3+2]-Cycloaddition of α-Diazocarbonyl Compounds with Arenediazonium Salts Catalyzed by Silver Nitrate Delivers 2,5-Disubstituted Tetrazoles

Sergey Chuprun, Dmitry Dar'in, Grigory Kantin, Mikhail Krasavin*

*Saint Petersburg State University, Saint Petersburg 199034, Russian Federation, Email:

S. Chuprun, D. Dar'in, G. Kantin, M. Krasavin, Synthesis, 2019, 51, 3998-4005.

DOI: 10.1055/s-0039-1690159

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[3+2]-Cycloaddition of arenediazonium salts with a wide range of readily available α-diazocarbonyl compounds provides 2-aryl-5-acyl-2H-tetrazoles of high value in medicinal chemistry.

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proposed mechanism

Key Words

α-diazocarbonyl compounds, arenediazonium tosylates, 2H-tetrazoles, 1,3-dipolar cycloaddition, silver nitrate

ID: J66-Y2019