A Practical Iron-Based Newman-Kwart Rearrangement Under Oxidative Conditions

29 October 2019, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

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 offer immediate practical benefits to access functionalised thiophenols.

Keywords

Newman Kwart rearrangement
Thiophenols
oxidation
Iron
Radiochemistry

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