Cargando…

para-Selective C–H Olefination of Aniline Derivatives via Pd/S,O-Ligand Catalysis

[Image: see text] Herein we report a highly para-selective C–H olefination of aniline derivatives by a Pd/S,O-ligand-based catalyst. The reaction proceeds under mild reaction conditions with high efficiency and broad substrate scope, including mono-, di-, and trisubstituted tertiary, secondary, and...

Descripción completa

Detalles Bibliográficos
Autores principales: Naksomboon, Kananat, Poater, Jordi, Bickelhaupt, F. Matthias, 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/PMC6487392/
https://www.ncbi.nlm.nih.gov/pubmed/30922056
http://dx.doi.org/10.1021/jacs.9b01908
_version_ 1783414492644769792
author Naksomboon, Kananat
Poater, Jordi
Bickelhaupt, F. Matthias
Fernández-Ibáñez, M. Ángeles
author_facet Naksomboon, Kananat
Poater, Jordi
Bickelhaupt, F. Matthias
Fernández-Ibáñez, M. Ángeles
author_sort Naksomboon, Kananat
collection PubMed
description [Image: see text] Herein we report a highly para-selective C–H olefination of aniline derivatives by a Pd/S,O-ligand-based catalyst. The reaction proceeds under mild reaction conditions with high efficiency and broad substrate scope, including mono-, di-, and trisubstituted tertiary, secondary, and primary anilines. The S,O-ligand is responsible for the dramatic improvements in substrate scope and the high para-selectivity observed. This methodology is operationally simple, scalable, and can be performed under aerobic conditions.
format Online
Article
Text
id pubmed-6487392
institution National Center for Biotechnology Information
language English
publishDate 2019
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-64873922019-04-30 para-Selective C–H Olefination of Aniline Derivatives via Pd/S,O-Ligand Catalysis Naksomboon, Kananat Poater, Jordi Bickelhaupt, F. Matthias Fernández-Ibáñez, M. Ángeles J Am Chem Soc [Image: see text] Herein we report a highly para-selective C–H olefination of aniline derivatives by a Pd/S,O-ligand-based catalyst. The reaction proceeds under mild reaction conditions with high efficiency and broad substrate scope, including mono-, di-, and trisubstituted tertiary, secondary, and primary anilines. The S,O-ligand is responsible for the dramatic improvements in substrate scope and the high para-selectivity observed. This methodology is operationally simple, scalable, and can be performed under aerobic conditions. American Chemical Society 2019-03-28 2019-04-24 /pmc/articles/PMC6487392/ /pubmed/30922056 http://dx.doi.org/10.1021/jacs.9b01908 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 Naksomboon, Kananat
Poater, Jordi
Bickelhaupt, F. Matthias
Fernández-Ibáñez, M. Ángeles
para-Selective C–H Olefination of Aniline Derivatives via Pd/S,O-Ligand Catalysis
title para-Selective C–H Olefination of Aniline Derivatives via Pd/S,O-Ligand Catalysis
title_full para-Selective C–H Olefination of Aniline Derivatives via Pd/S,O-Ligand Catalysis
title_fullStr para-Selective C–H Olefination of Aniline Derivatives via Pd/S,O-Ligand Catalysis
title_full_unstemmed para-Selective C–H Olefination of Aniline Derivatives via Pd/S,O-Ligand Catalysis
title_short para-Selective C–H Olefination of Aniline Derivatives via Pd/S,O-Ligand Catalysis
title_sort para-selective c–h olefination of aniline derivatives via pd/s,o-ligand catalysis
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6487392/
https://www.ncbi.nlm.nih.gov/pubmed/30922056
http://dx.doi.org/10.1021/jacs.9b01908
work_keys_str_mv AT naksomboonkananat paraselectivecholefinationofanilinederivativesviapdsoligandcatalysis
AT poaterjordi paraselectivecholefinationofanilinederivativesviapdsoligandcatalysis
AT bickelhauptfmatthias paraselectivecholefinationofanilinederivativesviapdsoligandcatalysis
AT fernandezibanezmangeles paraselectivecholefinationofanilinederivativesviapdsoligandcatalysis