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• W2094128510 abstract "Solutions of chloranil (CA) in chlorobenzene were irradiated in the presence of cyclobutene and cyclopropene. Cyclobutene gave rise to two conventional 1 : 2 cycloadducts onto the dichloroethene subunits of CA and an α,β-unsaturated α,γ-dichloro-γ-lactone. Heating of the crude product in methanol converted the lactone into an α,β-unsaturated methyl γ-oxocarboxylate (25% yield) and a large amount of the major 1 : 2 cycloadduct, which contains chlorocyclobutane entities, into a cyclopropylcarbinyl chloride derivative (24% yield). An entirely new product type was the result in the case of cyclopropene. After treatment of the crude product with methanol a tetracyclic acetal containing a cyclopentanone and a dihydropyran subunit was isolated in 36% yield. Apparently, CA had taken up two molecules of cyclopropene. One of the resulting cyclopropane entities must have undergone a rearrangement en route to the final product." @default.
• W2094128510 created "2016-06-24" @default.
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• W2094128510 date "2012-01-01" @default.
• W2094128510 modified "2023-10-17" @default.
• W2094128510 title "Photocycloadditions of tetrachloro-1,4-benzoquinone (chloranil) onto cyclobutene and cyclopropene. Expected and unexpected products" @default.
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• W2094128510 doi "https://doi.org/10.1039/c2ob07048k" @default.
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