Directed Metalation of Arenes with Organolithiums, Lithium Amides, and Superbases

DIRECTED METALATION OF ARENES WITH ORGANOLITHIUMS, LITHIUM AMIDES, AND SUPERBASES 

Research efforts in the field have been devoted to the discovery of new DMGs, recognition of new types of metalating agents, elucidation of metalation mechanism, and the development of new synthetic methods. Numerous papers have witnessed the constant interest, the increasing mechanistic comprehension, and the industrial applications of metalation reactions. 

This chapter aims to provide a broad understanding of the theory and practices of aromatic metalation reactions, which allow direct functionalization of unactivated aromatic C—H bonds by the stoichiometric formation of aryllithium(potassium) intermediates, namely (Fig. 26.1), (i) directed ortho metalation (DoM) of arenes bearing one or more DMGs, (ii) directed remote 

Dedicated to the memory of Prof. Manfred Schlosser for his outstanding contribution in the field of polar organometallic chemistry. 

Arene Chemistry Reaction Mechanisms and Methods for Aromatic Compounds, First Edition. Edited by Jacques Mortier. 

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