Highly Selective Palladium-Catalyzed Cross-Coupling of Secondary Alkylzinc Reagents with Heteroaryl Halides

[Image: see text] The highly selective palladium-catalyzed Negishi coupling of secondary alkylzinc reagents with heteroaryl halides is described. The development of a series of biarylphosphine ligands has led to the identification of an improved catalyst for the coupling of electron-deficient hetero...

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Autores principales: Yang, Yang, Niedermann, Katrin, Han, Chong, Buchwald, Stephen L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4156254/
https://www.ncbi.nlm.nih.gov/pubmed/25153332
http://dx.doi.org/10.1021/ol502230p
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author Yang, Yang
Niedermann, Katrin
Han, Chong
Buchwald, Stephen L.
author_facet Yang, Yang
Niedermann, Katrin
Han, Chong
Buchwald, Stephen L.
author_sort Yang, Yang
collection PubMed
description [Image: see text] The highly selective palladium-catalyzed Negishi coupling of secondary alkylzinc reagents with heteroaryl halides is described. The development of a series of biarylphosphine ligands has led to the identification of an improved catalyst for the coupling of electron-deficient heterocyclic substrates. Preparation and characterization of oxidative addition complex (L)(Ar)PdBr provided insight into the unique reactivity of catalysts based on CPhos-type ligands in facilitating challenging reductive elimination processes.
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spelling pubmed-41562542015-08-25 Highly Selective Palladium-Catalyzed Cross-Coupling of Secondary Alkylzinc Reagents with Heteroaryl Halides Yang, Yang Niedermann, Katrin Han, Chong Buchwald, Stephen L. Org Lett [Image: see text] The highly selective palladium-catalyzed Negishi coupling of secondary alkylzinc reagents with heteroaryl halides is described. The development of a series of biarylphosphine ligands has led to the identification of an improved catalyst for the coupling of electron-deficient heterocyclic substrates. Preparation and characterization of oxidative addition complex (L)(Ar)PdBr provided insight into the unique reactivity of catalysts based on CPhos-type ligands in facilitating challenging reductive elimination processes. American Chemical Society 2014-08-25 2014-09-05 /pmc/articles/PMC4156254/ /pubmed/25153332 http://dx.doi.org/10.1021/ol502230p Text en Copyright © 2014 American Chemical Society Terms of Use (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html)
spellingShingle Yang, Yang
Niedermann, Katrin
Han, Chong
Buchwald, Stephen L.
Highly Selective Palladium-Catalyzed Cross-Coupling of Secondary Alkylzinc Reagents with Heteroaryl Halides
title Highly Selective Palladium-Catalyzed Cross-Coupling of Secondary Alkylzinc Reagents with Heteroaryl Halides
title_full Highly Selective Palladium-Catalyzed Cross-Coupling of Secondary Alkylzinc Reagents with Heteroaryl Halides
title_fullStr Highly Selective Palladium-Catalyzed Cross-Coupling of Secondary Alkylzinc Reagents with Heteroaryl Halides
title_full_unstemmed Highly Selective Palladium-Catalyzed Cross-Coupling of Secondary Alkylzinc Reagents with Heteroaryl Halides
title_short Highly Selective Palladium-Catalyzed Cross-Coupling of Secondary Alkylzinc Reagents with Heteroaryl Halides
title_sort highly selective palladium-catalyzed cross-coupling of secondary alkylzinc reagents with heteroaryl halides
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4156254/
https://www.ncbi.nlm.nih.gov/pubmed/25153332
http://dx.doi.org/10.1021/ol502230p
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AT niedermannkatrin highlyselectivepalladiumcatalyzedcrosscouplingofsecondaryalkylzincreagentswithheteroarylhalides
AT hanchong highlyselectivepalladiumcatalyzedcrosscouplingofsecondaryalkylzincreagentswithheteroarylhalides
AT buchwaldstephenl highlyselectivepalladiumcatalyzedcrosscouplingofsecondaryalkylzincreagentswithheteroarylhalides

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