Selectfluor-mediated tandem cyclization of enaminones with diselenides toward the synthesis of 3-selenylated chromones

A practical and metal-free approach for the regioselective selenation of chromones employing Selectfluor reagent under mild conditions is described. The developed method is suitable for a wide substrate scope and affords 3-selenylated chromones in good to excellent yield with high selectivity. An io...

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Detalles Bibliográficos
Autores principales: Xia, Ji-Hong, Chen, Qian, Yuan, Jin-Wei, Shi, Wei-Shuo, Yang, Liang-Ru, Xiao, Yong-Mei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10486202/
https://www.ncbi.nlm.nih.gov/pubmed/37692339
http://dx.doi.org/10.1039/d3ra05246j
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author Xia, Ji-Hong
Chen, Qian
Yuan, Jin-Wei
Shi, Wei-Shuo
Yang, Liang-Ru
Xiao, Yong-Mei
author_facet Xia, Ji-Hong
Chen, Qian
Yuan, Jin-Wei
Shi, Wei-Shuo
Yang, Liang-Ru
Xiao, Yong-Mei
author_sort Xia, Ji-Hong
collection PubMed
description A practical and metal-free approach for the regioselective selenation of chromones employing Selectfluor reagent under mild conditions is described. The developed method is suitable for a wide substrate scope and affords 3-selenylated chromones in good to excellent yield with high selectivity. An ionic mechanism is proposed for this transformation. Furthermore, the application of potassium thiocyanate with enaminones for the synthesis of thiocyano chromones in this transformation is also successful.
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spelling pubmed-104862022023-09-09 Selectfluor-mediated tandem cyclization of enaminones with diselenides toward the synthesis of 3-selenylated chromones Xia, Ji-Hong Chen, Qian Yuan, Jin-Wei Shi, Wei-Shuo Yang, Liang-Ru Xiao, Yong-Mei RSC Adv Chemistry A practical and metal-free approach for the regioselective selenation of chromones employing Selectfluor reagent under mild conditions is described. The developed method is suitable for a wide substrate scope and affords 3-selenylated chromones in good to excellent yield with high selectivity. An ionic mechanism is proposed for this transformation. Furthermore, the application of potassium thiocyanate with enaminones for the synthesis of thiocyano chromones in this transformation is also successful. The Royal Society of Chemistry 2023-09-08 /pmc/articles/PMC10486202/ /pubmed/37692339 http://dx.doi.org/10.1039/d3ra05246j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Xia, Ji-Hong
Chen, Qian
Yuan, Jin-Wei
Shi, Wei-Shuo
Yang, Liang-Ru
Xiao, Yong-Mei
Selectfluor-mediated tandem cyclization of enaminones with diselenides toward the synthesis of 3-selenylated chromones
title Selectfluor-mediated tandem cyclization of enaminones with diselenides toward the synthesis of 3-selenylated chromones
title_full Selectfluor-mediated tandem cyclization of enaminones with diselenides toward the synthesis of 3-selenylated chromones
title_fullStr Selectfluor-mediated tandem cyclization of enaminones with diselenides toward the synthesis of 3-selenylated chromones
title_full_unstemmed Selectfluor-mediated tandem cyclization of enaminones with diselenides toward the synthesis of 3-selenylated chromones
title_short Selectfluor-mediated tandem cyclization of enaminones with diselenides toward the synthesis of 3-selenylated chromones
title_sort selectfluor-mediated tandem cyclization of enaminones with diselenides toward the synthesis of 3-selenylated chromones
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10486202/
https://www.ncbi.nlm.nih.gov/pubmed/37692339
http://dx.doi.org/10.1039/d3ra05246j
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