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Xanthone in synthesis: a reactivity profile via directed lithiation of its dimethyl ketal |
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| Authors: | Michal R Odrowaz-Sypniewski George Varvounis |
| Institution: | a Department of Pharmacy, University of Patras, 265 00 Patras, Greece b Ministry of Development, Messogion 14-16, 115 10 Athens, Greece c Department of Chemistry, University of Ioannina, 451 10 Ioannina, Greece |
| Abstract: | Xanthone, as its dimethyl ketal, undergoes functionalization with a synthetically useful degree of regioselectivity using a lithiation protocol. The core structure is regenerated during the work-up. Monosubstitution at C-4 or C-1 and disubstitution at C-4 and C-5 or C-1 and C-5 are observed. The substitution pattern appears to be dependent upon the experimental conditions. |
| Keywords: | Xanthone Lithiation Methylation Dimethyl ketal |
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