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Direct Electrooxidative Selenylation/Cyclization of Alkynes: Access to Functionalized Benzo[b]furans
A mild, practical, metal and oxidant-free methodology for the synthesis of various C-3 selenylated benzo[b]furan derivatives was developed through the intramolecular cyclization of alkynes promoted with diselenides via electrooxidation. A wide range of selenium-substituted benzo[b]furan derivatives...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9572441/ https://www.ncbi.nlm.nih.gov/pubmed/36234851 http://dx.doi.org/10.3390/molecules27196314 |
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author | Hasimujiang, Balati Lin, Shengsheng Zheng, Chengwei Zeng, Yong Ruan, Zhixiong |
author_facet | Hasimujiang, Balati Lin, Shengsheng Zheng, Chengwei Zeng, Yong Ruan, Zhixiong |
author_sort | Hasimujiang, Balati |
collection | PubMed |
description | A mild, practical, metal and oxidant-free methodology for the synthesis of various C-3 selenylated benzo[b]furan derivatives was developed through the intramolecular cyclization of alkynes promoted with diselenides via electrooxidation. A wide range of selenium-substituted benzo[b]furan derivatives were obtained in good to excellent yields with high regioselectivity under constant current in an undivided cell equipped with carbon and platinum plates as the anode and cathode, respectively. Moreover, the convergent approach exhibited good functional group tolerance and could be easily scaled up with good efficiency, providing rapid access to a diverse range of selenylated benzo[b]furans derivatives from simple, readily available starting materials. |
format | Online Article Text |
id | pubmed-9572441 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-95724412022-10-17 Direct Electrooxidative Selenylation/Cyclization of Alkynes: Access to Functionalized Benzo[b]furans Hasimujiang, Balati Lin, Shengsheng Zheng, Chengwei Zeng, Yong Ruan, Zhixiong Molecules Article A mild, practical, metal and oxidant-free methodology for the synthesis of various C-3 selenylated benzo[b]furan derivatives was developed through the intramolecular cyclization of alkynes promoted with diselenides via electrooxidation. A wide range of selenium-substituted benzo[b]furan derivatives were obtained in good to excellent yields with high regioselectivity under constant current in an undivided cell equipped with carbon and platinum plates as the anode and cathode, respectively. Moreover, the convergent approach exhibited good functional group tolerance and could be easily scaled up with good efficiency, providing rapid access to a diverse range of selenylated benzo[b]furans derivatives from simple, readily available starting materials. MDPI 2022-09-25 /pmc/articles/PMC9572441/ /pubmed/36234851 http://dx.doi.org/10.3390/molecules27196314 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Hasimujiang, Balati Lin, Shengsheng Zheng, Chengwei Zeng, Yong Ruan, Zhixiong Direct Electrooxidative Selenylation/Cyclization of Alkynes: Access to Functionalized Benzo[b]furans |
title | Direct Electrooxidative Selenylation/Cyclization of Alkynes: Access to Functionalized Benzo[b]furans |
title_full | Direct Electrooxidative Selenylation/Cyclization of Alkynes: Access to Functionalized Benzo[b]furans |
title_fullStr | Direct Electrooxidative Selenylation/Cyclization of Alkynes: Access to Functionalized Benzo[b]furans |
title_full_unstemmed | Direct Electrooxidative Selenylation/Cyclization of Alkynes: Access to Functionalized Benzo[b]furans |
title_short | Direct Electrooxidative Selenylation/Cyclization of Alkynes: Access to Functionalized Benzo[b]furans |
title_sort | direct electrooxidative selenylation/cyclization of alkynes: access to functionalized benzo[b]furans |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9572441/ https://www.ncbi.nlm.nih.gov/pubmed/36234851 http://dx.doi.org/10.3390/molecules27196314 |
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