A mild anionic method for generating o-quinone methides: facile preparations of ortho-functionalized phenols

RM Jones, RW Van De Water, CC Lindsey…

Index: Jones; Van De Water; Lindsey; Hoarau; Ung; Pettus Journal of Organic Chemistry, 2001 , vol. 66, # 10 p. 3435 - 3441

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Citation Number: 50

Abstract

A low-temperature method for generating o-quinone methides is described which permits facile introduction of assorted R substituents onto the aryl ring system at low temperature. The method is useful for the efficient preparation of ortho-ring-alkylated phenols. ... Figure 1 Traditional methods for ortho elaboration of phenols. ... In principle, an o-quinone methide, such as 1, may pose a useful solution for constructing substituted aromatic systems of these kinds. However, ...