Synthesis 2019; 51(21): 3998-4005
DOI: 10.1055/s-0039-1690159
paper
© Georg Thieme Verlag Stuttgart · New York

[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
,
This research was supported by the Russian Science Foundation (project grant 19-75-30008).
Further Information

Publication History

Received: 25 June 2019

Accepted after revision: 22 July 2019

Publication Date:
12 August 2019 (online)


Abstract

[3+2]-Cycloaddition of arenediazonium salts with diazo compounds (earlier exemplified only for trimethylsilyldiazomethane and 2,2,2-trifluorodiazoethane) has been developed to include a wide range of readily available α-diazocarbonyl compounds. The resulting 2-aryl-5-acyl-2H-tetrazoles are of high value in medicinal chemistry.

Supporting Information

 
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