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ChemInform Abstract: Benzylic C-H Activation and C-O Bond Formation via Aryl to Benzylic 1,4-Palladium Migrations
Journal article

ChemInform Abstract: Benzylic C-H Activation and C-O Bond Formation via Aryl to Benzylic 1,4-Palladium Migrations

Tanay Kesharwani and Richard C. Larock
ChemInform: Selected abstracts in chemistry, Vol.39(43), 101
10/21/2008

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Abstract

Trapping of benzylic palladium intermediates [generated by aryl to benzyl migration in methylarene derivatives (I) or (VI)] with carboxylates (II) or phenoxide (IV) provides access to the corresponding benzylic esters (III), (VII) or ethers (V) in moderate yields. Under the same reaction conditions, the oxidation of hydroxymethylnaphthalene derivatives (VIII) is smoothly achieved to give the corresponding ketones (IX). The reaction mechanism is discussed in detail.

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