Published January 1, 2023 | Version v1
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PIDA-mediated Oxidative Decarboxylation of Oxamic Acids. The Role of Radical Acidity Enhancement.

  • 1. Univ Bordeaux, CNRS, UMR 5255, Inst Mol Sci ISM, 351 Cours Liberat, F-33400 Talence, France
  • 2. Univ Vigo, Campus Univ Lagoas, Vigo 36310, Spain

Description

The PIDA-mediated oxidative decarboxylation of oxamic acids in the presence of alcohols is shown to afford the corresponding urethanes under thermal conditions. Computational and experimental mechanistic exploration allows to rationalize the different reactivity of PIDA as compared to related cyclic BI-OAc and highlights the importance of the enhanced acidity of the proton in the carbamoyl radical intermediate.

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