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

Arstad, E; (2019) A Practical Iron-Based Newman-Kwart Rearrangement Under Oxidative Conditions. ChemRxiv Green open access

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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 functionalised thiophenols.

Type: Working / discussion paper
Title: A Practical Iron-Based Newman-Kwart Rearrangement Under Oxidative Conditions
Open access status: An open access version is available from UCL Discovery
DOI: 10.26434/chemrxiv.10028597.v1
Publisher version: https://doi.org/10.26434/chemrxiv.10028597.v1
Language: English
Additional information: The content is available under CC BY NC ND 4.0
Keywords: Newman Kwart rearrangement Thiophenols oxidation Iron Radiochemistry
UCL classification: UCL
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Medical Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Medical Sciences > Div of Medicine
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Medical Sciences > Div of Medicine > Department of Imaging
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Medical Sciences > Div of Medicine > Experimental and Translational Medicine
URI: https://discovery.ucl.ac.uk/id/eprint/10085721
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