4.7 Article

Dehydrogenative Azolation of Arenes in a Microflow Electrochemical Reactor

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 86, Issue 22, Pages 16195-16203

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c01409

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Funding

  1. European Union [840724]
  2. Marie Curie Actions (MSCA) [840724] Funding Source: Marie Curie Actions (MSCA)

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The electrochemical synthesis of aryl azoles was successfully conducted in a microflow reactor for the first time, avoiding the need for homogeneous transition-metal-based catalysts. By implementing a microflow setup, shorter residence times and good to excellent yields of various azolated compounds were achieved.
The electrochemical synthesis of aryl azoles was performed for the first time in a microflow reactor. The reaction relies on the anodic oxidation of the arene partners making these substrates susceptible for C-H functionalization with azoles, thus requiring no homogeneous transition-metal-based catalysts. The synthetic protocol benefits from the implementation of a microflow setup, leading to shorter residence times (10 min), compared to previously reported batch systems. Various azolated compounds (22 examples) are obtained in good to excellent yields.

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