Controlling the Catalytic Aerobic Oxidation of Phenols

KVN Esguerra, Y Fall, L Petitjean…

Index: Esguerra, Kenneth Virgel N.; Fall, Yacoub; Petitjean, Laurene; Lumb, Jean-Philip Journal of the American Chemical Society, 2014 , vol. 136, # 21 p. 7662 - 7668

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Citation Number: 53

Abstract

The oxidation of phenols is the subject of extensive investigation, but there are few catalytic aerobic examples that are chemo-and regioselective. Here we describe conditions for the ortho-oxygenation or oxidative coupling of phenols under copper (Cu)-catalyzed aerobic conditions that give rise to ortho-quinones, biphenols or benzoxepines. We demonstrate that each product class can be accessed selectively by the appropriate choice of Cu (I) salt, ...