Cargando…

Hypervalent Iodine(III)-Promoted C3–H Regioselective Halogenation of 4-Quinolones under Mild Conditions

[Image: see text] A simple and practical protocol for the C3–H regioselective halogenation of 4-quinolones by the action of potassium halide salt and PIFA/PIDA in good to excellent yields was developed. The current approach provides feasible access to the diversity of C3-halgenated 4-quinolones at r...

Descripción completa

Detalles Bibliográficos
Autores principales: Yang, Fang, Wang, Xiaoqing, Zhao, Wenzhuo, Yu, Fei, Yu, Zhengsen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8675166/
https://www.ncbi.nlm.nih.gov/pubmed/34926952
http://dx.doi.org/10.1021/acsomega.1c05455
_version_ 1784615825080057856
author Yang, Fang
Wang, Xiaoqing
Zhao, Wenzhuo
Yu, Fei
Yu, Zhengsen
author_facet Yang, Fang
Wang, Xiaoqing
Zhao, Wenzhuo
Yu, Fei
Yu, Zhengsen
author_sort Yang, Fang
collection PubMed
description [Image: see text] A simple and practical protocol for the C3–H regioselective halogenation of 4-quinolones by the action of potassium halide salt and PIFA/PIDA in good to excellent yields was developed. The current approach provides feasible access to the diversity of C3-halgenated 4-quinolones at room temperature with high regioselectivity and good functional group tolerance, from which bioactive compounds can be easily constructed. Moreover, the current method featured eco-friendly, operational convenience and is suitable for halogenation in a gram scale of 4-quinolones in water without sacrificing yields.
format Online
Article
Text
id pubmed-8675166
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-86751662021-12-17 Hypervalent Iodine(III)-Promoted C3–H Regioselective Halogenation of 4-Quinolones under Mild Conditions Yang, Fang Wang, Xiaoqing Zhao, Wenzhuo Yu, Fei Yu, Zhengsen ACS Omega [Image: see text] A simple and practical protocol for the C3–H regioselective halogenation of 4-quinolones by the action of potassium halide salt and PIFA/PIDA in good to excellent yields was developed. The current approach provides feasible access to the diversity of C3-halgenated 4-quinolones at room temperature with high regioselectivity and good functional group tolerance, from which bioactive compounds can be easily constructed. Moreover, the current method featured eco-friendly, operational convenience and is suitable for halogenation in a gram scale of 4-quinolones in water without sacrificing yields. American Chemical Society 2021-11-29 /pmc/articles/PMC8675166/ /pubmed/34926952 http://dx.doi.org/10.1021/acsomega.1c05455 Text en © 2021 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Yang, Fang
Wang, Xiaoqing
Zhao, Wenzhuo
Yu, Fei
Yu, Zhengsen
Hypervalent Iodine(III)-Promoted C3–H Regioselective Halogenation of 4-Quinolones under Mild Conditions
title Hypervalent Iodine(III)-Promoted C3–H Regioselective Halogenation of 4-Quinolones under Mild Conditions
title_full Hypervalent Iodine(III)-Promoted C3–H Regioselective Halogenation of 4-Quinolones under Mild Conditions
title_fullStr Hypervalent Iodine(III)-Promoted C3–H Regioselective Halogenation of 4-Quinolones under Mild Conditions
title_full_unstemmed Hypervalent Iodine(III)-Promoted C3–H Regioselective Halogenation of 4-Quinolones under Mild Conditions
title_short Hypervalent Iodine(III)-Promoted C3–H Regioselective Halogenation of 4-Quinolones under Mild Conditions
title_sort hypervalent iodine(iii)-promoted c3–h regioselective halogenation of 4-quinolones under mild conditions
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8675166/
https://www.ncbi.nlm.nih.gov/pubmed/34926952
http://dx.doi.org/10.1021/acsomega.1c05455
work_keys_str_mv AT yangfang hypervalentiodineiiipromotedc3hregioselectivehalogenationof4quinolonesundermildconditions
AT wangxiaoqing hypervalentiodineiiipromotedc3hregioselectivehalogenationof4quinolonesundermildconditions
AT zhaowenzhuo hypervalentiodineiiipromotedc3hregioselectivehalogenationof4quinolonesundermildconditions
AT yufei hypervalentiodineiiipromotedc3hregioselectivehalogenationof4quinolonesundermildconditions
AT yuzhengsen hypervalentiodineiiipromotedc3hregioselectivehalogenationof4quinolonesundermildconditions