C3 Functionalization of Indolizines via HFIP-Promoted Friedel–Crafts Reactions with (Hetero)arylglyoxals

[Image: see text] A highly efficient Friedel–Crafts type hydroxyalkylation at the C3 position of indolizines with (hetero)arylglyoxals has been achieved by the action of hexafluoroisopropanol (HFIP) under mild reaction conditions, leading to direct access to a variety of polyfunctionalized indolizin...

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Autores principales: Jung, Euijin, Jeong, Yerin, Kim, Hyeyeon, Kim, Ikyon
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10173336/
https://www.ncbi.nlm.nih.gov/pubmed/37179639
http://dx.doi.org/10.1021/acsomega.3c00236
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author Jung, Euijin
Jeong, Yerin
Kim, Hyeyeon
Kim, Ikyon
author_facet Jung, Euijin
Jeong, Yerin
Kim, Hyeyeon
Kim, Ikyon
author_sort Jung, Euijin
collection PubMed
description [Image: see text] A highly efficient Friedel–Crafts type hydroxyalkylation at the C3 position of indolizines with (hetero)arylglyoxals has been achieved by the action of hexafluoroisopropanol (HFIP) under mild reaction conditions, leading to direct access to a variety of polyfunctionalized indolizines in excellent yields. Installation of more diverse functional groups at the C3 site of indolizine scaffold was realized via further elaboration of the resulting α-hydroxyketone moiety, allowing for expansion of indolizine chemical space.
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spelling pubmed-101733362023-05-12 C3 Functionalization of Indolizines via HFIP-Promoted Friedel–Crafts Reactions with (Hetero)arylglyoxals Jung, Euijin Jeong, Yerin Kim, Hyeyeon Kim, Ikyon ACS Omega [Image: see text] A highly efficient Friedel–Crafts type hydroxyalkylation at the C3 position of indolizines with (hetero)arylglyoxals has been achieved by the action of hexafluoroisopropanol (HFIP) under mild reaction conditions, leading to direct access to a variety of polyfunctionalized indolizines in excellent yields. Installation of more diverse functional groups at the C3 site of indolizine scaffold was realized via further elaboration of the resulting α-hydroxyketone moiety, allowing for expansion of indolizine chemical space. American Chemical Society 2023-04-27 /pmc/articles/PMC10173336/ /pubmed/37179639 http://dx.doi.org/10.1021/acsomega.3c00236 Text en © 2023 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 Jung, Euijin
Jeong, Yerin
Kim, Hyeyeon
Kim, Ikyon
C3 Functionalization of Indolizines via HFIP-Promoted Friedel–Crafts Reactions with (Hetero)arylglyoxals
title C3 Functionalization of Indolizines via HFIP-Promoted Friedel–Crafts Reactions with (Hetero)arylglyoxals
title_full C3 Functionalization of Indolizines via HFIP-Promoted Friedel–Crafts Reactions with (Hetero)arylglyoxals
title_fullStr C3 Functionalization of Indolizines via HFIP-Promoted Friedel–Crafts Reactions with (Hetero)arylglyoxals
title_full_unstemmed C3 Functionalization of Indolizines via HFIP-Promoted Friedel–Crafts Reactions with (Hetero)arylglyoxals
title_short C3 Functionalization of Indolizines via HFIP-Promoted Friedel–Crafts Reactions with (Hetero)arylglyoxals
title_sort c3 functionalization of indolizines via hfip-promoted friedel–crafts reactions with (hetero)arylglyoxals
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10173336/
https://www.ncbi.nlm.nih.gov/pubmed/37179639
http://dx.doi.org/10.1021/acsomega.3c00236
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