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Selective and Scalable Electrosynthesis of 2H‐2‐(Aryl)‐benzo[d]‐1,2,3‐triazoles and Their N‐Oxides by Using Leaded Bronze Cathodes
Electrosynthesis of 2H‐2‐(aryl)benzo[d]‐1,2,3‐triazoles and their N‐oxides from 2‐nitroazobenzene derivatives is reported. The electrolysis is conducted in a very simple undivided cell under constant current conditions with a leaded bronze cathode and a glassy carbon anode. The product distribution...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7318656/ https://www.ncbi.nlm.nih.gov/pubmed/31995654 http://dx.doi.org/10.1002/chem.201905874 |
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author | Wirtanen, Tom Rodrigo, Eduardo Waldvogel, Siegfried R. |
author_facet | Wirtanen, Tom Rodrigo, Eduardo Waldvogel, Siegfried R. |
author_sort | Wirtanen, Tom |
collection | PubMed |
description | Electrosynthesis of 2H‐2‐(aryl)benzo[d]‐1,2,3‐triazoles and their N‐oxides from 2‐nitroazobenzene derivatives is reported. The electrolysis is conducted in a very simple undivided cell under constant current conditions with a leaded bronze cathode and a glassy carbon anode. The product distribution between 2H‐2‐(aryl)benzo[d]‐1,2,3‐triazoles and their N‐oxides can be guided by simply controlling the current density and the amount of the charge applied. The reaction tolerates several sensitive functional groups in reductive electrochemistry. The usefulness and the applicability of the synthetic method is demonstrated by a formal synthesis of an antiviral compound. |
format | Online Article Text |
id | pubmed-7318656 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-73186562020-06-29 Selective and Scalable Electrosynthesis of 2H‐2‐(Aryl)‐benzo[d]‐1,2,3‐triazoles and Their N‐Oxides by Using Leaded Bronze Cathodes Wirtanen, Tom Rodrigo, Eduardo Waldvogel, Siegfried R. Chemistry Communications Electrosynthesis of 2H‐2‐(aryl)benzo[d]‐1,2,3‐triazoles and their N‐oxides from 2‐nitroazobenzene derivatives is reported. The electrolysis is conducted in a very simple undivided cell under constant current conditions with a leaded bronze cathode and a glassy carbon anode. The product distribution between 2H‐2‐(aryl)benzo[d]‐1,2,3‐triazoles and their N‐oxides can be guided by simply controlling the current density and the amount of the charge applied. The reaction tolerates several sensitive functional groups in reductive electrochemistry. The usefulness and the applicability of the synthetic method is demonstrated by a formal synthesis of an antiviral compound. John Wiley and Sons Inc. 2020-03-30 2020-05-04 /pmc/articles/PMC7318656/ /pubmed/31995654 http://dx.doi.org/10.1002/chem.201905874 Text en © 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made. |
spellingShingle | Communications Wirtanen, Tom Rodrigo, Eduardo Waldvogel, Siegfried R. Selective and Scalable Electrosynthesis of 2H‐2‐(Aryl)‐benzo[d]‐1,2,3‐triazoles and Their N‐Oxides by Using Leaded Bronze Cathodes |
title | Selective and Scalable Electrosynthesis of 2H‐2‐(Aryl)‐benzo[d]‐1,2,3‐triazoles and Their N‐Oxides by Using Leaded Bronze Cathodes |
title_full | Selective and Scalable Electrosynthesis of 2H‐2‐(Aryl)‐benzo[d]‐1,2,3‐triazoles and Their N‐Oxides by Using Leaded Bronze Cathodes |
title_fullStr | Selective and Scalable Electrosynthesis of 2H‐2‐(Aryl)‐benzo[d]‐1,2,3‐triazoles and Their N‐Oxides by Using Leaded Bronze Cathodes |
title_full_unstemmed | Selective and Scalable Electrosynthesis of 2H‐2‐(Aryl)‐benzo[d]‐1,2,3‐triazoles and Their N‐Oxides by Using Leaded Bronze Cathodes |
title_short | Selective and Scalable Electrosynthesis of 2H‐2‐(Aryl)‐benzo[d]‐1,2,3‐triazoles and Their N‐Oxides by Using Leaded Bronze Cathodes |
title_sort | selective and scalable electrosynthesis of 2h‐2‐(aryl)‐benzo[d]‐1,2,3‐triazoles and their n‐oxides by using leaded bronze cathodes |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7318656/ https://www.ncbi.nlm.nih.gov/pubmed/31995654 http://dx.doi.org/10.1002/chem.201905874 |
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