1.1 Modern Ullmann-Type Couplings
Book
Editor: Yoshikai, N.
Title: Base-Metal Catalysis 1
Print ISBN: 9783132453807; Online ISBN: 9783132453821; Book DOI: 10.1055/b000000441
1st edition © 2023 Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart
Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry
Science of Synthesis Reference Libraries
Parent publication
Title: Science of Synthesis
DOI: 10.1055/b-00000101
Series Editors: Fürstner, A. (Editor-in-Chief); Carreira, E. M.; Faul, M.; Kobayashi, S.; Koch, G.; Molander, G. A.; Nevado, C.; Trost, B. M.; You, S.-L.
Type: Multivolume Edition
Abstract
Ligand-promoted, copper-catalyzed, Ullmann-type couplings of aryl halides (I, Br, Cl) with various nucleophiles, including amines, hetarenes, amides, hydrazines, alcohols, phenols, thiols, sulfinates, and active methylene compounds, are reviewed in this chapter. Considerable attention has been paid to demonstrate the powerful acceleration effect of second-generation oxalic amides as ligands in modern Ullmann-type couplings. Under these catalyst systems, less-reactive but inexpensive (het)aryl chlorides can be employed as coupling partners. Moreover, the catalyst loading for coupling of aryl iodides and bromides can be reduced to <1 mol% in most cases.
Key words
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