Highly Selective Palladium-Catalyzed Cross-Coupling of Secondary Alkylzinc Reagents with Heteroaryl Halides
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Buchwald_Highly selective.pdf
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Author(s)
Yang, Yang
Niedermann, Katrin
Han, Chong
Buchwald, Stephen Leffler
Date Issued
August 2014
Journal
Organic Letters
Publisher
American Chemical Society (ACS)
Citation
Yang, Yang, Katrin Niedermann, Chong Han, and Stephen L. Buchwald. “Highly Selective Palladium-Catalyzed Cross-Coupling of Secondary Alkylzinc Reagents with Heteroaryl Halides.” Organic Letters 16, no. 17 (September 5, 2014): 4638–4641. © 2014 American Chemical Society
Version
Final published version
Abstract
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.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
https://doi.org/10.1021/ol502230p
