Pd/C-Catalyzed Deoxygenation of Phenol Derivatives Using Mg Metal and MeOH in the Presence of NH₄OAc

Hironao Sajiki,* Akinori Mori, Tomoteru Mizusaki, Takashi Ikawa, Tomohiro Maegawa and Kosaku Hirota

*Laboratory of Medicinal Chemistry, Gifu Pharmaceutical University, Mitahora-higashi, Gifu 502-8585, Japan, Email: sajikigifu-pu.ac.jp

H. Sajiki, A. Mori, T. Mizusaki, T. Ikawa, T. Meagazwa, K. Hirota, Org. Lett., 2006, 8, 987-990.

DOI: 10.1021/ol060045q

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Abstract

A mild, versatile, Pd/C-catalyzed deoxygenation of phenolic hydroxyl groups via aryl triflates or mesylates using Mg metal in MeOH at room temperature was developed. The addition of NH₄OAc dramatically affects the reactivity and reaction rate.

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Key Words

Deoxygenations

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ID: J54-Y2006-740