Tetrahedron

Palladium on carbon-diethylamine-mediated hydrodeoxygenation of phenol derivatives under mild conditions

A Mori, T Mizusaki, T Ikawa, T Maegawa, Y Monguchi…

Index: Mori, Akinori; Mizusaki, Tomoteru; Ikawa, Takashi; Maegawa, Tomohiro; Monguchi, Yasunari; Sajiki, Hironao Tetrahedron, 2007 , vol. 63, # 5 p. 1270 - 1280

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Citation Number: 19

Abstract

We have found that phenolic hydroxyl groups were readily deoxygenated via aryl sulfonate under the Pd/C-catalyzed hydrogenation conditions in the presence of diethylamine and the method could also be applicable to the hydrodeoxygenation of morphine to afford 3-deoxy- 7, 8-dihydromorphine. Diethylamine is not only a scavenger of the corresponding methanesulfonic acid derivative, which is produced during the reaction progress, but also ...