American Chemical Society
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Reactivity of Indanedioneketene Dimer with Amines

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posted on 2007-01-19, 00:00 authored by Elizabeth Malamidou-Xenikaki, Spyros Spyroudis, Maria Tsanakopoulou, Harald Krautscheid
The highly reactive indanedioneketene 5, resulting from the thermal decomposition of phenyliodonium ylide of 2-hydroxy-1,4-naphthoquinone (lawsone, 4), in the absence of nucleophiles dimerizes to the corresponding tetraoxo spiro oxetanone 6 in quantitative yield. This oxetanone exhibits an interesting reactivity toward amines.