Photolysis of the ozonide derived from 1, 4-benzodioxins. Synthesis of labile o-benzoquinones

C Kashima, A Tomotake, Y Omote

Index: Kashima, Choji; Tomotake, Atsushi; Omote, Yoshimori Journal of Organic Chemistry, 1987 , vol. 52, # 25 p. 5616 - 5621

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Citation Number: 18

Abstract

By the photolysis of the ozonide derived from 1, 4-benzodioxins, o-benzoquinones were obtained in moderate yields independent of the stability of o-benzoquinone@ and of the substituent groups, except the nitro group. Through the mechanistic studiea, it was indicated that 0-benzoquinonea were formed through a radical decomposition pathway, while catechols were formed through an ionic decomposition pathway induced by acidic ...