Selective C–H Olefination of Indolines (C5) and Tetrahydroquinolines (C6) by Pd/S,O-Ligand Catalysis

[Image: see text] Herein, we report a highly selective C–H olefination of directing-group-free indolines (C5) and tetrahydroquinolines (C6) by Pd/S,O-ligand catalysis. In the presence of the S,O-ligand, a wide range of challenging indolines, tetrahydroquinolines, and olefins was efficiently olefinat...

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Autores principales: Jia, Wen-Liang, Westerveld, Nick, Wong, Kit Ming, Morsch, Thomas, Hakkennes, Matthijs, Naksomboon, Kananat, Fernández-Ibáñez, M. Ángeles
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6902280/
https://www.ncbi.nlm.nih.gov/pubmed/31710228
http://dx.doi.org/10.1021/acs.orglett.9b03505
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author Jia, Wen-Liang
Westerveld, Nick
Wong, Kit Ming
Morsch, Thomas
Hakkennes, Matthijs
Naksomboon, Kananat
Fernández-Ibáñez, M. Ángeles
author_facet Jia, Wen-Liang
Westerveld, Nick
Wong, Kit Ming
Morsch, Thomas
Hakkennes, Matthijs
Naksomboon, Kananat
Fernández-Ibáñez, M. Ángeles
author_sort Jia, Wen-Liang
collection PubMed
description [Image: see text] Herein, we report a highly selective C–H olefination of directing-group-free indolines (C5) and tetrahydroquinolines (C6) by Pd/S,O-ligand catalysis. In the presence of the S,O-ligand, a wide range of challenging indolines, tetrahydroquinolines, and olefins was efficiently olefinated under mild reaction conditions. The synthetic potential of this methodology was demonstrated by the efficient olefination of several indoline-based natural products.
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spelling pubmed-69022802019-12-11 Selective C–H Olefination of Indolines (C5) and Tetrahydroquinolines (C6) by Pd/S,O-Ligand Catalysis Jia, Wen-Liang Westerveld, Nick Wong, Kit Ming Morsch, Thomas Hakkennes, Matthijs Naksomboon, Kananat Fernández-Ibáñez, M. Ángeles Org Lett [Image: see text] Herein, we report a highly selective C–H olefination of directing-group-free indolines (C5) and tetrahydroquinolines (C6) by Pd/S,O-ligand catalysis. In the presence of the S,O-ligand, a wide range of challenging indolines, tetrahydroquinolines, and olefins was efficiently olefinated under mild reaction conditions. The synthetic potential of this methodology was demonstrated by the efficient olefination of several indoline-based natural products. American Chemical Society 2019-11-11 2019-12-06 /pmc/articles/PMC6902280/ /pubmed/31710228 http://dx.doi.org/10.1021/acs.orglett.9b03505 Text en Copyright © 2019 American Chemical Society This is an open access article published under a Creative Commons Non-Commercial No Derivative Works (CC-BY-NC-ND) Attribution License (http://pubs.acs.org/page/policy/authorchoice_ccbyncnd_termsofuse.html) , which permits copying and redistribution of the article, and creation of adaptations, all for non-commercial purposes.
spellingShingle Jia, Wen-Liang
Westerveld, Nick
Wong, Kit Ming
Morsch, Thomas
Hakkennes, Matthijs
Naksomboon, Kananat
Fernández-Ibáñez, M. Ángeles
Selective C–H Olefination of Indolines (C5) and Tetrahydroquinolines (C6) by Pd/S,O-Ligand Catalysis
title Selective C–H Olefination of Indolines (C5) and Tetrahydroquinolines (C6) by Pd/S,O-Ligand Catalysis
title_full Selective C–H Olefination of Indolines (C5) and Tetrahydroquinolines (C6) by Pd/S,O-Ligand Catalysis
title_fullStr Selective C–H Olefination of Indolines (C5) and Tetrahydroquinolines (C6) by Pd/S,O-Ligand Catalysis
title_full_unstemmed Selective C–H Olefination of Indolines (C5) and Tetrahydroquinolines (C6) by Pd/S,O-Ligand Catalysis
title_short Selective C–H Olefination of Indolines (C5) and Tetrahydroquinolines (C6) by Pd/S,O-Ligand Catalysis
title_sort selective c–h olefination of indolines (c5) and tetrahydroquinolines (c6) by pd/s,o-ligand catalysis
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6902280/
https://www.ncbi.nlm.nih.gov/pubmed/31710228
http://dx.doi.org/10.1021/acs.orglett.9b03505
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