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

Author(s)
Yang, Yang; Niedermann, Katrin; Han, Chong; Buchwald, Stephen Leffler
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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.
Date issued
2014-08
URI
http://hdl.handle.net/1721.1/99659
Department
Massachusetts Institute of Technology. Department of Chemistry
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
ISSN
1523-7060
1523-7052
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