Iron(II)/Persulfate Mediated Newman-Kwart Rearrangement

Org Lett. 2020 Jan 3;22(1):274-278. doi: 10.1021/acs.orglett.9b04280. Epub 2019 Dec 18.

Abstract

Herein, we report that iron(II)/ammonium persulfate in aqueous acetonitrile mediates the Newman-Kwart rearrangement of O-aryl carbamothioates. Electron-rich substrates react rapidly under moderate heating to afford the rearranged products in excellent yields. The mild conditions, rapid reaction rates, and suitability for scale up offers immediate practical benefits to access functionalized thiophenols.

Publication types

  • Research Support, Non-U.S. Gov't