Nickel(0)-Catalyzed Decarbonylative Cross-Coupling of Aromatic Esters with Arylboronic Acids via Chelation Assistance

[Image: see text] 10-Arylbenzo[h]quinolines were synthesized by cross-coupling of ethyl benzo[h]quinoline-10-carboxylate with arylboronic acids via group-directed Ni(0) catalyzation. The catalytic system combining Ni(COD)(2) (10 mol %) with PCy(3) (20 mol %) and t-BuOK (3 equiv) was optimal for the...

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Autores principales: Hu, Zhenzhu, Wang, Yuhang, Ma, Peng, Wu, Xiaqian, Wang, Jianhui
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9245102/
https://www.ncbi.nlm.nih.gov/pubmed/35785273
http://dx.doi.org/10.1021/acsomega.2c01105
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author Hu, Zhenzhu
Wang, Yuhang
Ma, Peng
Wu, Xiaqian
Wang, Jianhui
author_facet Hu, Zhenzhu
Wang, Yuhang
Ma, Peng
Wu, Xiaqian
Wang, Jianhui
author_sort Hu, Zhenzhu
collection PubMed
description [Image: see text] 10-Arylbenzo[h]quinolines were synthesized by cross-coupling of ethyl benzo[h]quinoline-10-carboxylate with arylboronic acids via group-directed Ni(0) catalyzation. The catalytic system combining Ni(COD)(2) (10 mol %) with PCy(3) (20 mol %) and t-BuOK (3 equiv) was optimal for the above transformations. A series of arylboronic acids reacted with ethyl benzo[h]quinoline-10-carboxylates for the production of various substituted 10-phenyl[h]quinolines in moderate and good yields under optimized reaction conditions.
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spelling pubmed-92451022022-07-01 Nickel(0)-Catalyzed Decarbonylative Cross-Coupling of Aromatic Esters with Arylboronic Acids via Chelation Assistance Hu, Zhenzhu Wang, Yuhang Ma, Peng Wu, Xiaqian Wang, Jianhui ACS Omega [Image: see text] 10-Arylbenzo[h]quinolines were synthesized by cross-coupling of ethyl benzo[h]quinoline-10-carboxylate with arylboronic acids via group-directed Ni(0) catalyzation. The catalytic system combining Ni(COD)(2) (10 mol %) with PCy(3) (20 mol %) and t-BuOK (3 equiv) was optimal for the above transformations. A series of arylboronic acids reacted with ethyl benzo[h]quinoline-10-carboxylates for the production of various substituted 10-phenyl[h]quinolines in moderate and good yields under optimized reaction conditions. American Chemical Society 2022-06-13 /pmc/articles/PMC9245102/ /pubmed/35785273 http://dx.doi.org/10.1021/acsomega.2c01105 Text en © 2022 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 Hu, Zhenzhu
Wang, Yuhang
Ma, Peng
Wu, Xiaqian
Wang, Jianhui
Nickel(0)-Catalyzed Decarbonylative Cross-Coupling of Aromatic Esters with Arylboronic Acids via Chelation Assistance
title Nickel(0)-Catalyzed Decarbonylative Cross-Coupling of Aromatic Esters with Arylboronic Acids via Chelation Assistance
title_full Nickel(0)-Catalyzed Decarbonylative Cross-Coupling of Aromatic Esters with Arylboronic Acids via Chelation Assistance
title_fullStr Nickel(0)-Catalyzed Decarbonylative Cross-Coupling of Aromatic Esters with Arylboronic Acids via Chelation Assistance
title_full_unstemmed Nickel(0)-Catalyzed Decarbonylative Cross-Coupling of Aromatic Esters with Arylboronic Acids via Chelation Assistance
title_short Nickel(0)-Catalyzed Decarbonylative Cross-Coupling of Aromatic Esters with Arylboronic Acids via Chelation Assistance
title_sort nickel(0)-catalyzed decarbonylative cross-coupling of aromatic esters with arylboronic acids via chelation assistance
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9245102/
https://www.ncbi.nlm.nih.gov/pubmed/35785273
http://dx.doi.org/10.1021/acsomega.2c01105
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