1, 4??Benzoquinones with Styryl Substituents

I Brehm, S Hinneschiedt, H Meier

Index: Brehm, Isabella; Hinneschiedt, Sabine; Meier, Herbert European Journal of Organic Chemistry, 2002 , # 18 p. 3162 - 3170

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Citation Number: 13

Abstract

Abstract 2-Styryl-1, 4-benzoquinone (1) and compounds 2 and 3 containing 1 as a substructure all proved to be highly reactive towards thermal or photochemical [4π+ 2π] cyclodimerization reactions. Chemo-, regio-and stereoselective processes lead to dimers (compounds 1− 10), which can undergo secondary reactions consisting of the addition of nucleophiles combined with a twofold keto-enol tautomerism (10⇄ 12). An alternative ...