Visible-Light-Promoted Transition-Metal-Free Construction of 3-Perfluoroalkylated Thioflavones

A visible-light-promoted transition-metal-free perfluoroalkylation/cyclization reaction was developed with 9-mesityl-10-methylacridinium perchlorate (Acr(+)-Mes·ClO(4) (−)) as the photocatalyst, by which various perfluoroalkyl-substituted heterocycles including thioflavones, oxindoles, and quinoline...

Descripción completa

Detalles Bibliográficos
Autores principales: Ma, Chunhua, Meng, Hui, He, Xing, Jiang, Yuqin, Yu, Bing
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/PMC9326344/
https://www.ncbi.nlm.nih.gov/pubmed/35910726
http://dx.doi.org/10.3389/fchem.2022.953978
_version_ 1784757263006695424
author Ma, Chunhua
Meng, Hui
He, Xing
Jiang, Yuqin
Yu, Bing
author_facet Ma, Chunhua
Meng, Hui
He, Xing
Jiang, Yuqin
Yu, Bing
author_sort Ma, Chunhua
collection PubMed
description A visible-light-promoted transition-metal-free perfluoroalkylation/cyclization reaction was developed with 9-mesityl-10-methylacridinium perchlorate (Acr(+)-Mes·ClO(4) (−)) as the photocatalyst, by which various perfluoroalkyl-substituted heterocycles including thioflavones, oxindoles, and quinoline-2,4(1H,3H)-diones were prepared at room temperature. Moreover, the potential of this sustainable method is demonstrated by the excellent in vitro anti-lymphoma and cervical carcinoma activity of the novel 3-perfluoroalkylated thioflavone 3m.
format Online
Article
Text
id pubmed-9326344
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher Frontiers Media S.A.
record_format MEDLINE/PubMed
spelling pubmed-93263442022-07-28 Visible-Light-Promoted Transition-Metal-Free Construction of 3-Perfluoroalkylated Thioflavones Ma, Chunhua Meng, Hui He, Xing Jiang, Yuqin Yu, Bing Front Chem Chemistry A visible-light-promoted transition-metal-free perfluoroalkylation/cyclization reaction was developed with 9-mesityl-10-methylacridinium perchlorate (Acr(+)-Mes·ClO(4) (−)) as the photocatalyst, by which various perfluoroalkyl-substituted heterocycles including thioflavones, oxindoles, and quinoline-2,4(1H,3H)-diones were prepared at room temperature. Moreover, the potential of this sustainable method is demonstrated by the excellent in vitro anti-lymphoma and cervical carcinoma activity of the novel 3-perfluoroalkylated thioflavone 3m. Frontiers Media S.A. 2022-07-13 /pmc/articles/PMC9326344/ /pubmed/35910726 http://dx.doi.org/10.3389/fchem.2022.953978 Text en Copyright © 2022 Ma, Meng, He, Jiang and Yu. 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
Ma, Chunhua
Meng, Hui
He, Xing
Jiang, Yuqin
Yu, Bing
Visible-Light-Promoted Transition-Metal-Free Construction of 3-Perfluoroalkylated Thioflavones
title Visible-Light-Promoted Transition-Metal-Free Construction of 3-Perfluoroalkylated Thioflavones
title_full Visible-Light-Promoted Transition-Metal-Free Construction of 3-Perfluoroalkylated Thioflavones
title_fullStr Visible-Light-Promoted Transition-Metal-Free Construction of 3-Perfluoroalkylated Thioflavones
title_full_unstemmed Visible-Light-Promoted Transition-Metal-Free Construction of 3-Perfluoroalkylated Thioflavones
title_short Visible-Light-Promoted Transition-Metal-Free Construction of 3-Perfluoroalkylated Thioflavones
title_sort visible-light-promoted transition-metal-free construction of 3-perfluoroalkylated thioflavones
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9326344/
https://www.ncbi.nlm.nih.gov/pubmed/35910726
http://dx.doi.org/10.3389/fchem.2022.953978
work_keys_str_mv AT machunhua visiblelightpromotedtransitionmetalfreeconstructionof3perfluoroalkylatedthioflavones
AT menghui visiblelightpromotedtransitionmetalfreeconstructionof3perfluoroalkylatedthioflavones
AT hexing visiblelightpromotedtransitionmetalfreeconstructionof3perfluoroalkylatedthioflavones
AT jiangyuqin visiblelightpromotedtransitionmetalfreeconstructionof3perfluoroalkylatedthioflavones
AT yubing visiblelightpromotedtransitionmetalfreeconstructionof3perfluoroalkylatedthioflavones

Ejemplares similares