An Isolable and Bench-Stable Epoxidizing Reagent Based on Triazine: Triazox

Org Lett. 2018 Apr 6;20(7):2015-2019. doi: 10.1021/acs.orglett.8b00560. Epub 2018 Mar 23.

Abstract

A new triazine-based oxidizing reagent, 2-hydroperoxy-4,6-diphenyl-1,3,5-triazine (Triazox), has been developed. The reagent can be synthesized from inexpensive starting materials and is a bench-stable solid that is isolable in pure form. Epoxidation of alkenes possessing acid-sensitive functionalities using Triazox proceeded in good to excellent yields. The accompanying nonacidic triazinone coproduct can be easily removed by filtration. These features indicate that Triazox is a practically useful oxidizing reagent.

Publication types

  • Research Support, Non-U.S. Gov't