1.2.3 The Buchwald–Hartwig Reaction

M. Ogasawara

doi:10.1055/sos-SD-223-00066

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Cazin, C. et al.: 2017 Science of Synthesis, 2016/5a: N-Heterocyclic Carbenes in Catalytic Organic Synthesis 1 DOI: 10.1055/sos-SD-223-00066

N-Heterocyclic Carbenes in Catalytic Organic Synthesis

1.2.3 The Buchwald–Hartwig Reaction

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Editors: Cazin, C. ; Nolan, S.

Authors: Albrecht, M.; Baudrenghien, L.; Bielawski, C.; Biffis, A.; Cavallo, L.; Cazin, C. ; César, V.; Chetcuti, M.; Cuenca, A.; de Frémont, P.; Elie, M.; Fairlamb, I.; Falivene, L.; Fernandez Gutierrez, M. E.; Gagné, M. R.; Gaillard, S.; Huynh, H.; Kalck, P.; Kuwano, R.; Lastovickova, D.; Lavigne, G.; Makida, Y.; Marko, I.; Martin, A.; Nahra, F. ; Nakao, Y.; Ogasawara, M. ; Payne, P.; Renaud, J.; Ronson, T.; Ruamps, M.; Segarra Almela, C.; Teator, A.; Trzeciak, A.; Tubaro, C.; Urrutigoity, M.; Vummaleti, S.; Whittlesey, M.; Yuan, D.

Title: N-Heterocyclic Carbenes in Catalytic Organic Synthesis 1

Print ISBN: 9783132012813; Online ISBN: 9783132407633; Book DOI: 10.1055/b-004-132254

1st edition © 2017. Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart

Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry

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Title: Science of Synthesis

DOI: 10.1055/b-00000101

Series Editors: Carreira, E. M.; Decicco, C. P.; Fürstner, A.; Koch, G.; Molander, G.; Schaumann, E.; Shibasaki, M.; Thomas, E. J.; Trost, B. M.

Type: Multivolume Edition

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Abstract

This chapter covers the use of N-heterocyclic carbenes as ligands in the Buchwald–Hartwig reaction. The most efficient and convenient palladium- and nickel-based catalytic systems able to promote the C—N bond formation between various amines and (het)aryl halides or pseudohalides are reviewed.

Key words

N-heterocyclic carbenes - palladium - nickel - C—N bond formation - Buchwald–Hartwig coupling - aryl halides - hetaryl halides - pseudohalides - trifluoromethanesulfonates - 4-toluenesulfonates - pivalates - phosphates - carbamates - sulfamates - amines

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