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Yoshikai, N. : 2023 Science of Synthesis, 2022/5: Base-Metal Catalysis 1 DOI: 10.1055/sos-SD-238-00002
Base-Metal Catalysis 1

1.1 Modern Ullmann-Type Couplings

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Buch

Herausgeber: Yoshikai, N. 

Autoren: Chatani, N. ; Chemler, S. R. ; Chen, P. ; Dai, H.-X. ; Delcaillau, T.; Fujihara, T. ; Huang, J. ; Iwabuchi, Y. ; Kennedy-Ellis, J. J. ; Ko, C.; Koh, M. J. ; Lee, B. C.; Li, Y.; Lin, L.; Liu, G. ; Ma, D. ; Morandi, B. ; Nakao, Y. ; Ouyang, Y. ; Pang, X.; Qing, F.-L. ; Ren, Y. ; Sasano, Y. ; Shang, Y. ; Shou, J.-Y.; Shu, X.-Z. ; Su, W. ; Tobisu, M. ; Wang, C. ; Xiong, T. ; Xu, H.; Yang, F.; Yoshida, T.; Zhu, S. 

Titel: Base-Metal Catalysis 1

Print ISBN: 9783132453807; Online ISBN: 9783132453821; Buch-DOI: 10.1055/b000000441

1st edition © 2023 Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart

Fachgebiete: Organische Chemie;Chemische Reaktionen, Katalyse;Organometallchemie;Chemische Labormethoden, Stöchiometrie

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Übergeordnete Publikation

Titel: Science of Synthesis

DOI: 10.1055/b-00000101

Reihenherausgeber: 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.

Typ: Mehrbändiges Werk

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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.

Schlüsselwörter

oxalic amides - amino acids - diamines - copper catalysts - acceleration effect - cross coupling - aryl halides - amines - hetarenes - alcohols - phenols - thiols - sulfinates - active methylene compounds
 
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