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A Practical Iron-Based Newman-Kwart Rearrangement Under Oxidative Conditions
preprintsubmitted on 23.10.2019, 12:15 and posted on 29.10.2019, 20:57 by Thibault Gendron, Raul Pereira, Hafsa Yusuf Abdi, Timothy Witney, Erik Arstad
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.
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