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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...

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Detalles Bibliográficos
Autores principales: Hasimujiang, Balati, Lin, Shengsheng, Zheng, Chengwei, Zeng, Yong, Ruan, Zhixiong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
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.
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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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