Dehydrogenative Azolation of Arenes in a Microflow Electrochemical Reactor

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 cata...

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Bibliographic Details
Published in:Journal of organic chemistry Vol. 86; no. 22; pp. 16195 - 16203
Main Authors: Buglioni, Laura, Beslać, Marko, Noël, Timothy
Format: Journal Article
Language:English
Published: American Chemical Society 19-11-2021
Online Access:Get full text
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Summary: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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ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.1c01409