SINGLET-OXYGEN REACTIONS OF 1,4-CYCLOHEXADIENE. A SYNTHETIC APPROACH TO THE BENZENE-1,4-ENDOPEROXIDE
- 5 February 1978
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 7 (2) , 127-130
- https://doi.org/10.1246/cl.1978.127
Abstract
Dye-sensitized photooxygenation of 1,4-diphenyl-1,4-cyclohexadiene (1) at 0 °C followed by reduction with sodium bisulfite gave 1,4-diphenyl-7-hydroxy-5,6-dioxabicyclo[2.2.2]oct-2-ene (2). Mesylation of 2 followed by treatment with potassium t-butoxide yielded p-terphenyl, accompanied with the generation of singlet oxygen.Keywords
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