Electrochemical synthesis of dimerizing and nondimerizing orthoquinone monoketals

…, I Fabre, A Titz, JM Léger, S Quideau

Index: Deffieux, Denis; Fabre, Isabelle; Titz, Alexander; Leger, Jean-Michel; Quideau, Stephane Journal of Organic Chemistry, 2004 , vol. 69, # 25 p. 8731 - 8738

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Citation Number: 33

Abstract

Anodic oxidation of appropriately substituted 2-methoxyphenols or α-(2-methoxyphenoxy)-2- methylpropionic acids in the presence of methanol furnishes stable orthoquinone monoketals, and thus constitutes a valuable alternative to the use of chemical oxidants that are often based on toxic metallic species. The propionic acid derivatives are initially converted into O-spirolactonic quinone bisketals that are then selectively hydrolyzed into ...