Concepedia

Palladium-Catalyzed N-Arylation of 2-Aminothiazoles

Meredeth A. McGowan, Jaclyn L. Henderson, Stephen L. Buchwald

Organic Letters · 2012 · 58 citations · 23 references

DOI

Concepts

Abstract

A method for the Pd-catalyzed coupling of 2-aminothiazole derivatives with aryl bromides and triflates is described. Significantly, for this class of nucleophiles, the coupling exhibits a broad substrate scope and proceeds with a reasonable catalyst loading. Furthermore, an interesting effect of acetic acid as an additive is uncovered that facilitates catalyst activation.

References

23

Evolution of a Fourth Generation Catalyst for the Amination and Thioetherification of Aryl Halides

John F. Hartwig · Accounts of Chemical Research · 2008 · 1.9K citations · Full text

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Recent Applications of Palladium‐Catalyzed Coupling Reactions in the Pharmaceutical, Agrochemical, and Fine Chemical Industries

C. Torborg, Matthias Beller · Advanced Synthesis & Catalysis · 2009 · 1.5K citations

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Well-Defined N-Heterocyclic Carbenes−Palladium(II) Precatalysts for Cross-Coupling Reactions

Nicolas Marion, Steven P. Nolan · Accounts of Chemical Research · 2008 · 1K citations

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Industrial‐Scale Palladium‐Catalyzed Coupling of Aryl Halides and Amines –A Personal Account

Stephen L. Buchwald, Christelle Mauger, Gérard Mignani et al. · Advanced Synthesis & Catalysis · 2006 · 488 citations

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2-Aminothiazole as a Novel Kinase Inhibitor Template. Structure−Activity Relationship Studies toward the Discovery of <i>N</i> -(2-Chloro-6-methylphenyl)-2-[[6-[4-(2-hydroxyethyl)-1- piperazinyl)]-2-methyl-4-pyrimidinyl]amino)]-1,3-thiazole-5-carboxamide (Dasatinib, BMS-354825) as a Potent <i>pan</i> -Src Kinase Inhibitor

Jagabandhu Das, Ping Chen, Derek Norris et al. · Journal of Medicinal Chemistry · 2006 · 400 citations · Full text

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