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Communication | Special issue | Vol 11, No. 1, 1978, pp.149-154
Published online, 1st January, 1970
DOI: 10.3987/S(N)-1978-01-0149
Isomerization of 2,7-Diphenyltropone-2,3-oxide to 1,3-Diphenyl-8-oxabicyclo[3.3.0]octa-3,6-diene-2-one

Takahiro Tezuka,* Miyoshi Shinba, Takaharu Abe, Ryoichi Miyamoto, and Toshio Mukai

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


2,7-Diphenyltropone-2,3-oxide (1b) isomerizes thermally to its bicyclic isomer (2) probably via ionic intermediate species such as 3, while benzo- and dibenzotropone oxides (8 and 9) are converted to aromatic compounds by thermal reaction. Photochemical reaction of 1b is also reported.