A solvent-free synthesis of 4-aryl-NH-1,2,3-triazoles from ketones utilizing diphenyl phosphorazidate

Abstract

4-Aryl-NH-1,2,3-triazoles were effectively synthesized from benzyl-type ketones utilizing diphenyl phosphorazidate (DPPA) in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene in solvent-free conditions. By this approach, various ketones were rapidly converted to the corresponding triazoles. This reaction enables the preparation of NH-1,2,3-triazoles without the need for toxic or explosive azidation reagents.

Graphical Abstract

Keywords:

• Ketones
• diphenyl phosphorazidate
• azide
• cycloaddition
• triazoles

Disclosure statement

The authors declare no conflict of interest.

Additional information

Funding

This work was supported by JSPS KAKENHI JP22K05469, Takahashi Industrial and Economic Research Foundation [No.11-003-020], and Ichihara International Scholarship Foundation (29th Research Grant).