Recent Advances in [CpMIII] (M = Co, Rh, Ir)‐Catalyzed Intramolecular Annulation Through C–H Activation

This review aims to summarize the recent advances in the field of Cp*MIII (Co, Rh, Ir)‐catalyzed C–H activation followed by subsequent intramolecular reaction. This approach has allowed the synthesis of valuable heterocycles with high structural diversity and complexity, including polycyclic and mac...

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Bibliographic Details
Published in:European journal of organic chemistry 2018-11, Vol.2018 (42), p.5777-5794
Main Authors: Peneau, Augustin, Guillou, Catherine, Chabaud, Laurent
Format: Article
Language:English
Subjects:
Activation
Alkynes
Annulation
Aromatic compounds
Catalysis
Chemical reactions
Chemical Sciences
Chemical synthesis
Cobalt
C–H activation
Internal oxidation
Intramolecular reaction
Iridium
Macrocyclic compounds
Organic chemistry
Rhodium
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Summary:This review aims to summarize the recent advances in the field of Cp*MIII (Co, Rh, Ir)‐catalyzed C–H activation followed by subsequent intramolecular reaction. This approach has allowed the synthesis of valuable heterocycles with high structural diversity and complexity, including polycyclic and macrocyclic compounds. In this review, a particular attention has been made to the nature of the coupling partner (alkene, alkyne, etc) and its connection either to the aryl (or vinyl) group or to the directing group. Hence, different types of transformation can occur, involving one or two cyclizations depending on the nature of the directing group. Finally, we discuss some mechanistical aspects (role of the external or internal oxidation, etc) to account for the formation of the cyclic structures. This review highlights recent catalytic methods using Cp*MIII complexes (M = Co, Rh, Ir) as catalysts for C–H activation followed by intramolecular reactions. In this overview of the literature, attention is given to the nature of the coupling partners and their connections either to the aryl (or vinyl) group, or to the directing group.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201800298