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Photocatalytic C−H Azolation of Arenes Using Heterogeneous Carbon Nitride in Batch and Flow
The functionalization of aryl C(sp(2))−H bonds is a useful strategy for the late‐stage modification of biologically active molecules, especially for the regioselective introduction of azole heterocycles to prepare medicinally‐relevant compounds. Herein, we describe a practical photocatalytic transfo...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9298336/ https://www.ncbi.nlm.nih.gov/pubmed/34529334 http://dx.doi.org/10.1002/cssc.202101767 |
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author | Wen, Zhenghui Wan, Ting Vijeta, Arjun Casadevall, Carla Buglioni, Laura Reisner, Erwin Noël, Timothy |
author_facet | Wen, Zhenghui Wan, Ting Vijeta, Arjun Casadevall, Carla Buglioni, Laura Reisner, Erwin Noël, Timothy |
author_sort | Wen, Zhenghui |
collection | PubMed |
description | The functionalization of aryl C(sp(2))−H bonds is a useful strategy for the late‐stage modification of biologically active molecules, especially for the regioselective introduction of azole heterocycles to prepare medicinally‐relevant compounds. Herein, we describe a practical photocatalytic transformation using a mesoporous carbon nitride (mpg‐CN( x )) photocatalyst, which enables the efficient azolation of various arenes through direct oxidation. The method exhibits a broad substrate scope and is amenable to the late‐stage functionalization of several pharmaceuticals. Due to the heterogeneous nature and high photocatalytic stability of mpg‐CN( x ), the catalyst can be easily recovered and reused leading to greener and more sustainable routes, using either batch or flow processing, to prepare these important compounds of interest in pharmaceutical and agrochemical research. |
format | Online Article Text |
id | pubmed-9298336 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-92983362022-07-21 Photocatalytic C−H Azolation of Arenes Using Heterogeneous Carbon Nitride in Batch and Flow Wen, Zhenghui Wan, Ting Vijeta, Arjun Casadevall, Carla Buglioni, Laura Reisner, Erwin Noël, Timothy ChemSusChem Full Papers The functionalization of aryl C(sp(2))−H bonds is a useful strategy for the late‐stage modification of biologically active molecules, especially for the regioselective introduction of azole heterocycles to prepare medicinally‐relevant compounds. Herein, we describe a practical photocatalytic transformation using a mesoporous carbon nitride (mpg‐CN( x )) photocatalyst, which enables the efficient azolation of various arenes through direct oxidation. The method exhibits a broad substrate scope and is amenable to the late‐stage functionalization of several pharmaceuticals. Due to the heterogeneous nature and high photocatalytic stability of mpg‐CN( x ), the catalyst can be easily recovered and reused leading to greener and more sustainable routes, using either batch or flow processing, to prepare these important compounds of interest in pharmaceutical and agrochemical research. John Wiley and Sons Inc. 2021-10-22 2021-12-06 /pmc/articles/PMC9298336/ /pubmed/34529334 http://dx.doi.org/10.1002/cssc.202101767 Text en © 2021 The Authors. ChemSusChem published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Full Papers Wen, Zhenghui Wan, Ting Vijeta, Arjun Casadevall, Carla Buglioni, Laura Reisner, Erwin Noël, Timothy Photocatalytic C−H Azolation of Arenes Using Heterogeneous Carbon Nitride in Batch and Flow |
title | Photocatalytic C−H Azolation of Arenes Using Heterogeneous Carbon Nitride in Batch and Flow |
title_full | Photocatalytic C−H Azolation of Arenes Using Heterogeneous Carbon Nitride in Batch and Flow |
title_fullStr | Photocatalytic C−H Azolation of Arenes Using Heterogeneous Carbon Nitride in Batch and Flow |
title_full_unstemmed | Photocatalytic C−H Azolation of Arenes Using Heterogeneous Carbon Nitride in Batch and Flow |
title_short | Photocatalytic C−H Azolation of Arenes Using Heterogeneous Carbon Nitride in Batch and Flow |
title_sort | photocatalytic c−h azolation of arenes using heterogeneous carbon nitride in batch and flow |
topic | Full Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9298336/ https://www.ncbi.nlm.nih.gov/pubmed/34529334 http://dx.doi.org/10.1002/cssc.202101767 |
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