Reagent design and study of p-benzoquinone derivatives. Site-selective cycloaddition reaction of diquinones and photochemical cage formation of the adducts

…, K Hayakawa, K Kanematsu

Index: Yoshino, Setsuo; Hayakawa, Kenji; Kanematsu, Ken Journal of Organic Chemistry, 1981 , vol. 46, # 19 p. 3841 - 3846

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Citation Number: 19

Abstract

Cycloaddition reactions of naphthodiquinone derivatives and the photochemical behavior of their adducts have been investigated. Naphthodiquinone (4) and dichloronaphthodiquinone (5) reacted exclusively at the internal double bond with both cyclopentadiene and quadricyclane to give the corresponding 1: l adducts in high yields. While anthradiquinone (6) reacted also only at the internal double bond with quadricyclane, the reaction with ...