Versatile Electrochemical Synthesis of Selenylbenzo[b]Furan Derivatives Through the Cyclization of 2-Alkynylphenols

We report an electrochemical oxidative intramolecular cyclization reaction between 2-alkynylphenol derivatives and different diselenides species to generate a wide variety of substituted-benzo[b]furans. Driven by the galvanostatic electrolysis assembled in an undivided cell, it provided efficient tr...

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Autores principales: Doerner, Carlos V., Scheide, Marcos R., Nicoleti, Celso R., Durigon, Daniele C., Idiarte, Vinícius D., Sousa, Martinho J. A., Mendes, Samuel R., Saba, Sumbal, Neto, José S. S., Martins, Guilherme M., Rafique, Jamal, Braga, Antonio L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9152116/
https://www.ncbi.nlm.nih.gov/pubmed/35655705
http://dx.doi.org/10.3389/fchem.2022.880099
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author Doerner, Carlos V.
Scheide, Marcos R.
Nicoleti, Celso R.
Durigon, Daniele C.
Idiarte, Vinícius D.
Sousa, Martinho J. A.
Mendes, Samuel R.
Saba, Sumbal
Neto, José S. S.
Martins, Guilherme M.
Rafique, Jamal
Braga, Antonio L.
author_facet Doerner, Carlos V.
Scheide, Marcos R.
Nicoleti, Celso R.
Durigon, Daniele C.
Idiarte, Vinícius D.
Sousa, Martinho J. A.
Mendes, Samuel R.
Saba, Sumbal
Neto, José S. S.
Martins, Guilherme M.
Rafique, Jamal
Braga, Antonio L.
author_sort Doerner, Carlos V.
collection PubMed
description We report an electrochemical oxidative intramolecular cyclization reaction between 2-alkynylphenol derivatives and different diselenides species to generate a wide variety of substituted-benzo[b]furans. Driven by the galvanostatic electrolysis assembled in an undivided cell, it provided efficient transformation into oxidant-, base-, and metal-free conditions in an open system at room temperature. With satisfactory functional group compatibility, the products were obtained in good to excellent yields.
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spelling pubmed-91521162022-06-01 Versatile Electrochemical Synthesis of Selenylbenzo[b]Furan Derivatives Through the Cyclization of 2-Alkynylphenols Doerner, Carlos V. Scheide, Marcos R. Nicoleti, Celso R. Durigon, Daniele C. Idiarte, Vinícius D. Sousa, Martinho J. A. Mendes, Samuel R. Saba, Sumbal Neto, José S. S. Martins, Guilherme M. Rafique, Jamal Braga, Antonio L. Front Chem Chemistry We report an electrochemical oxidative intramolecular cyclization reaction between 2-alkynylphenol derivatives and different diselenides species to generate a wide variety of substituted-benzo[b]furans. Driven by the galvanostatic electrolysis assembled in an undivided cell, it provided efficient transformation into oxidant-, base-, and metal-free conditions in an open system at room temperature. With satisfactory functional group compatibility, the products were obtained in good to excellent yields. Frontiers Media S.A. 2022-05-17 /pmc/articles/PMC9152116/ /pubmed/35655705 http://dx.doi.org/10.3389/fchem.2022.880099 Text en Copyright © 2022 Doerner, Scheide, Nicoleti, Durigon, Idiarte, Sousa, Mendes, Saba, Neto, Martins, Rafique and Braga. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Doerner, Carlos V.
Scheide, Marcos R.
Nicoleti, Celso R.
Durigon, Daniele C.
Idiarte, Vinícius D.
Sousa, Martinho J. A.
Mendes, Samuel R.
Saba, Sumbal
Neto, José S. S.
Martins, Guilherme M.
Rafique, Jamal
Braga, Antonio L.
Versatile Electrochemical Synthesis of Selenylbenzo[b]Furan Derivatives Through the Cyclization of 2-Alkynylphenols
title Versatile Electrochemical Synthesis of Selenylbenzo[b]Furan Derivatives Through the Cyclization of 2-Alkynylphenols
title_full Versatile Electrochemical Synthesis of Selenylbenzo[b]Furan Derivatives Through the Cyclization of 2-Alkynylphenols
title_fullStr Versatile Electrochemical Synthesis of Selenylbenzo[b]Furan Derivatives Through the Cyclization of 2-Alkynylphenols
title_full_unstemmed Versatile Electrochemical Synthesis of Selenylbenzo[b]Furan Derivatives Through the Cyclization of 2-Alkynylphenols
title_short Versatile Electrochemical Synthesis of Selenylbenzo[b]Furan Derivatives Through the Cyclization of 2-Alkynylphenols
title_sort versatile electrochemical synthesis of selenylbenzo[b]furan derivatives through the cyclization of 2-alkynylphenols
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9152116/
https://www.ncbi.nlm.nih.gov/pubmed/35655705
http://dx.doi.org/10.3389/fchem.2022.880099
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