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Witkop-Winterfeldt oxidation using electrochemically generated para-periodate
Aloisio de A Bartolomeu1, Thomas Weyhermüller2, Siegfried R Waldvogel1,3
1Max-Planck-Institute for Chemical Energy Conversion, Department of Electrosynthesis, Stiftstraße 34-36, 45470 Mülheim an der Ruhr, Germany. siegfried.waldvogel@cec.mpg.de.
Abstract:
We report a simple protocol for the Witkop-Winterfeldt oxidation of tetrahydrocarbazoles and a tetrahydro-γ-carboline using electrochemically generated para-periodate (Na3H2IO6). A substrate scope with 17 examples and yields up to 87%, including successful 20- and 40-fold scale-ups, together with periodate recovery and reuse, demonstrates the feasibility of this novel one-pot/one-step protocol.
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