Abstract
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.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Amines / chemistry*
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Crystallography, X-Ray
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Dimerization
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Hydrogen Bonding
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Indans / chemistry*
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Ketones / chemistry*
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Models, Molecular
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Molecular Structure
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Naphthoquinones / chemical synthesis
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Naphthoquinones / chemistry
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Stereoisomerism
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Temperature
Substances
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Amines
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Indans
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Ketones
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Naphthoquinones
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indanedioneketene
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lawsone