Synlett

Functionalized hydroxyquinones through suzuki-type coupling of phenyliodonium ylides of hydroxyquinones with arylboronic acids

G Kazantzi, E Malamidou-Xenikaki, S Spyroudis

Index: Kazantzi, Georgia; Malamidou-Xenikaki, Elizabeth; Spyroudis, Spyros Synlett, 2006 , # 16 p. 2597 - 2600

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Citation Number: 4

Abstract

An important feature of this chemistry is the functionalization of the position next to the hydroxyl group to obtain 3-substituted hydroxyquinones 2. This functionalization can be achieved by different methodologies, [2] but a most effective one involves the use of phenyliodonium ylides 3. The latter, most easily prepared from the corresponding hydroxyquinones 1 and diacetoxyiodobenzene, [3] react with a variety of nucleophiles to afford 4, in an internal S ...