An Expeditious Approach to Tetrazoles from Amides Utilizing Phosphorazidates

Org Lett. 2020 Aug 21;22(16):6244-6247. doi: 10.1021/acs.orglett.0c01890. Epub 2020 Jul 7.

Abstract

A novel method was developed for the synthesis of tetrazoles from amides utilizing diphenyl phosphorazidate or bis(p-nitrophenyl) phosphorazidate as both the activator of amide-oxygen for elimination and azide source. Various amides were converted into the corresponding tetrazoles in good yields. This synthetic method allows to prepare 1,5-disubstituted and 5-substituted 1H-tetrazoles from various amides without the use of toxic or explosive reagents.

Publication types

  • Research Support, Non-U.S. Gov't