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Yoshikai, N. : 2023 Science of Synthesis, 2023/3: Base-Metal Catalysis 2 DOI: 10.1055/sos-SD-239-00143
Base-Metal Catalysis 2

2.8 Iron-Catalyzed C—H Functionalization

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Editor: Yoshikai, N. 

Authors: Adak, L. ; Aoki, S.; Banerjee, S. ; Bedford, R. B. ; Cheng, Z.; Costas, M. ; Gao, M.; Garai, B.; Ge, S. ; Gosmini, C. ; Hota, S. K.; Ilies, L. ; Jindal, A.; Kawanaka, Y.; Li, H. ; Li, M.; Liu, Q. ; Lu, Z. ; Mandal, R.; Matsunaga, S. ; Murarka, S. ; Nakamura, M. ; Nolla-Saltiel, R. ; Ollevier, T. ; Palone, A. ; Panda, S. P.; Sahoo, S.; Sang, J.; Schiltz, P.; Shenvi, R. A. ; Sundararaju, B. ; van der Puyl, V. ; Vicens, L. ; Wang, C. ; Wang, Y. ; Yang, X.; Yang, Y.; Yoshikai, N. ; Yoshino, T. ; Zeng, X. ; Zhang, G. 

Title: Base-Metal Catalysis 2

Print ISBN: 9783132455030; Online ISBN: 9783132455054; Book DOI: 10.1055/b000000440

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

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

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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

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Abstract

The direct functionalization of an organic substrate via transition-metal-catalyzed C—H bond activation is a powerful tool for building molecular complexity. Despite the abundance, low cost, and low toxicity of iron, which make it an ideal metal for sustainable catalysis, iron-catalyzed C—H activation has been less investigated compared with catalysis based on precious metals such as palladium or iridium. In this chapter, selected examples of iron-catalyzed activation of a C—H bond to create a new C—C bond are described. Arylation, hetarylation, alkenylation, and alkylation of C(sp2)—H and C(sp3)—H bonds is discussed. Most of the substrates require a directing group, but several examples of non-directed reactions are also presented. The functionalization of a C—H bond has been achieved by using organometallic reagents, organic halides and pseudohalides, multiple bonds such as alkenes and alkynes, and arenes or hetarenes as the reaction partner.

Key words

C—H activation - C—H functionalization - C—C bond formation - iron catalysis - arylation - alkenylation - alkylation - directing group - bipyridine ligands - phosphine ligands - NHC ligands - organometallic reagents - alkyl halides - alkenes - alkynes - arenes - hetarenes
 
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