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Dehydrogenative Azolation of Arenes in a Microflow Electrochemical Reactor

[Image: see text] 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 transitio...

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Autores principales: Buglioni, Laura, Beslać, Marko, Noël, Timothy
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8609577/
https://www.ncbi.nlm.nih.gov/pubmed/34455793
http://dx.doi.org/10.1021/acs.joc.1c01409
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author Buglioni, Laura
Beslać, Marko
Noël, Timothy
author_facet Buglioni, Laura
Beslać, Marko
Noël, Timothy
author_sort Buglioni, Laura
collection PubMed
description [Image: see text] 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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spelling pubmed-86095772021-11-24 Dehydrogenative Azolation of Arenes in a Microflow Electrochemical Reactor Buglioni, Laura Beslać, Marko Noël, Timothy J Org Chem [Image: see text] 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. American Chemical Society 2021-08-30 2021-11-19 /pmc/articles/PMC8609577/ /pubmed/34455793 http://dx.doi.org/10.1021/acs.joc.1c01409 Text en © 2021 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Buglioni, Laura
Beslać, Marko
Noël, Timothy
Dehydrogenative Azolation of Arenes in a Microflow Electrochemical Reactor
title Dehydrogenative Azolation of Arenes in a Microflow Electrochemical Reactor
title_full Dehydrogenative Azolation of Arenes in a Microflow Electrochemical Reactor
title_fullStr Dehydrogenative Azolation of Arenes in a Microflow Electrochemical Reactor
title_full_unstemmed Dehydrogenative Azolation of Arenes in a Microflow Electrochemical Reactor
title_short Dehydrogenative Azolation of Arenes in a Microflow Electrochemical Reactor
title_sort dehydrogenative azolation of arenes in a microflow electrochemical reactor
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8609577/
https://www.ncbi.nlm.nih.gov/pubmed/34455793
http://dx.doi.org/10.1021/acs.joc.1c01409
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