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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...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2021
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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. |
format | Online Article Text |
id | pubmed-8609577 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT buglionilaura dehydrogenativeazolationofarenesinamicroflowelectrochemicalreactor AT beslacmarko dehydrogenativeazolationofarenesinamicroflowelectrochemicalreactor AT noeltimothy dehydrogenativeazolationofarenesinamicroflowelectrochemicalreactor |