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Communication | Regular issue | Vol 26, No. 2, 1987, pp.363-366
Published online, 1st January, 1970
DOI: 10.3987/R-1987-02-0363
Synthesis of 1,2-Benzoquinones from 1,4-Benzodioxins Using the Reaction with Ozone Followed by Photolysis

Choji Kashima, Atsushi Tomotake, and Yoshimori Omote

*Department of Chemistry, University of Tsukuba, 1-1-1 Ten-nodai, Tsukuba-shi, Ibaraki, 305-8571, Japan


Ozonolysis followed by photolysis of 1,4-benzodioxins (1) was carried out, and 1,2-benzoquinones (3) and catechols (4) were obtained as products. It was noteworthy that labile 4-chloro-1,2-benzoquinone (3b) was obtained in a moderate yield as much as that of stable 4-tert-1,2-benzoquinone (3c). Mechanistic study was also discussed.