Three-Component Synthesis of Quinoline-4-carboxylic Acids Based on Doebner Hydrogen-Transfer Reaction

[Image: see text] The Doebner hydrogen-transfer reaction has been developed for the synthesis of substituted quinolines from anilines possessing electron-withdrawing groups, which are known to give products in low yields when used in the conventional Doebner reaction. This reaction can be applied to...

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Autores principales: Komatsu, Hideyuki, Shigeyama, Takahide, Sugimoto, Takuya, Nishiyama, Hiroyuki
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10476185/
https://www.ncbi.nlm.nih.gov/pubmed/37611185
http://dx.doi.org/10.1021/acs.joc.3c01123
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author Komatsu, Hideyuki
Shigeyama, Takahide
Sugimoto, Takuya
Nishiyama, Hiroyuki
author_facet Komatsu, Hideyuki
Shigeyama, Takahide
Sugimoto, Takuya
Nishiyama, Hiroyuki
author_sort Komatsu, Hideyuki
collection PubMed
description [Image: see text] The Doebner hydrogen-transfer reaction has been developed for the synthesis of substituted quinolines from anilines possessing electron-withdrawing groups, which are known to give products in low yields when used in the conventional Doebner reaction. This reaction can be applied to not only anilines having electron-withdrawing groups but also those having electron-donating groups and can be used in the large-scale synthesis of bioactive molecules.
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spelling pubmed-104761852023-09-05 Three-Component Synthesis of Quinoline-4-carboxylic Acids Based on Doebner Hydrogen-Transfer Reaction Komatsu, Hideyuki Shigeyama, Takahide Sugimoto, Takuya Nishiyama, Hiroyuki J Org Chem [Image: see text] The Doebner hydrogen-transfer reaction has been developed for the synthesis of substituted quinolines from anilines possessing electron-withdrawing groups, which are known to give products in low yields when used in the conventional Doebner reaction. This reaction can be applied to not only anilines having electron-withdrawing groups but also those having electron-donating groups and can be used in the large-scale synthesis of bioactive molecules. American Chemical Society 2023-08-23 /pmc/articles/PMC10476185/ /pubmed/37611185 http://dx.doi.org/10.1021/acs.joc.3c01123 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 Komatsu, Hideyuki
Shigeyama, Takahide
Sugimoto, Takuya
Nishiyama, Hiroyuki
Three-Component Synthesis of Quinoline-4-carboxylic Acids Based on Doebner Hydrogen-Transfer Reaction
title Three-Component Synthesis of Quinoline-4-carboxylic Acids Based on Doebner Hydrogen-Transfer Reaction
title_full Three-Component Synthesis of Quinoline-4-carboxylic Acids Based on Doebner Hydrogen-Transfer Reaction
title_fullStr Three-Component Synthesis of Quinoline-4-carboxylic Acids Based on Doebner Hydrogen-Transfer Reaction
title_full_unstemmed Three-Component Synthesis of Quinoline-4-carboxylic Acids Based on Doebner Hydrogen-Transfer Reaction
title_short Three-Component Synthesis of Quinoline-4-carboxylic Acids Based on Doebner Hydrogen-Transfer Reaction
title_sort three-component synthesis of quinoline-4-carboxylic acids based on doebner hydrogen-transfer reaction
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10476185/
https://www.ncbi.nlm.nih.gov/pubmed/37611185
http://dx.doi.org/10.1021/acs.joc.3c01123
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