4.5 Article

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

Journal

SYNTHESIS-STUTTGART
Volume 51, Issue 21, Pages 3998-4005

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0039-1690159

Keywords

alpha-diazocarbonyl compounds; arenediazonium tosylates; tetrazoles; [3+2]-cycloaddition; silver nitrate

Funding

  1. Russian Science Foundation [19-75-30008]
  2. Russian Science Foundation [19-75-30008] Funding Source: Russian Science Foundation

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[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 alpha-diazocarbonyl compounds. The resulting 2-aryl-5-acyl-2H-tetrazoles are of high value in medicinal chemistry.

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