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Iron(II)/Persulfate Mediated Newman-Kwart Rearrangement

Gendron, T; Pereira, R; Abdi, HY; Witney, TH; Årstad, E; (2020) Iron(II)/Persulfate Mediated Newman-Kwart Rearrangement. Organic Letters , 22 (1) pp. 274-278. 10.1021/acs.orglett.9b04280. 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 functionalized thiophenols.

Type: Article
Title: Iron(II)/Persulfate Mediated Newman-Kwart Rearrangement
Location: United States
Open access status: An open access version is available from UCL Discovery
DOI: 10.1021/acs.orglett.9b04280
Publisher version: https://doi.org/10.1021/acs.orglett.9b04280
Language: English
Additional information: This version is the author accepted manuscript. For information on re-use, please refer to the publisher’s terms and conditions.
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/10090122
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