
Tetrahedron Letters p. 5933 - 5936 (1988)
Update date:2022-08-02
Topics:
Takahashi, Kazuko
Mikami, Emiko
Takase, Kahei
Takahashi, Tsutomu
Photodecarbonylation of the title diketone (1) gave 3,3a-diphenyl-3a,7a-dihydroindenone (2), 1,4-diphenylcyclooctatetraene (3), and 1,6-diphenylcycloheptatrien-7-ylketene (4).The reaction pathways are discussed on proposing intermediates of 1,2-diphenyltetracyclo<4.3.0.02,9.05,8>non-3-en-7-one (11) and 1,3-diphenyltricyclo<5.2.0.02,9>nona-3,5-dien-8-one (13).Ring expansion of 1 to a 6-membered oxacarbene (17) was also observed.
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