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
Org. Lett., 2006, 8 (5), pp 987–990
DOI: 10.1021/ol060045q
Publication Date (Web): February 2, 2006
Copyright © 2006 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, sajiki@gifu-pu.ac.jp

Abstract

Abstract Image

A Pd/C-catalyzed deoxygenation method 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. This method is particularly attractive to provide an environmentally benign and widely applicable removal method of phenolic alcohols under quite mild reaction conditions.

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History

  • Published In Issue March 02, 2006
  • Received January 8, 2006

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