A Novel Synthesis of Cyclopenta- and Cyclohexa-xanthones from the Reaction between Cycloalkyl Enamines and 2-Hydroxyphenylpentene-1,3-diones, and their Rearrangement to Cyclopenta- and Cyclohexa-xanthones

Article abstract of DOI:10.1039/c39930000159

Treatment of (E)-5-substituted-1-(2-hydroxyphenyl)pent-4-ene-1,3-diones 1 with alicyclic ketone enamines 2 rapidly gives the cycloalkanoxanthones 3, but on longer treatment or on reaction of 3 with base, cycloalkanoxanthones are obtained; their structures, including stereochemistry, were determined from spectroscopic data and, in the case of 3aB, from X-ray diffraction analysis.

Full text of DOI:10.1039/c39930000159

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