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Alkoxy–Arene Cleavage using Ni Catalysts

Alkoxy arenes are a common moiety in biologically active compounds and organic functional materials. Thus, efficient methods for the direct functionalization of alkoxy arenes would lead to new protocols for diversification of important molecules. Furthermore, alkoxy arenes are commonly used as directing groups and play a critical role in many important organic transformations. They can be used to improve regioselectivity but also to activate otherwise inert C H bonds. Methyl aryl ethers have been particularly useful for Friedel–Crafts-type reactions, ortho-metalations, electrophilic aromatic substitution reactions, among others. To date, there have been few reports on the activation of Ar OMe bonds. The difficulty lies in selectively choosing between two similar high energy C O bonds (Scheme 1).