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Synlett 1997; 1997(9): 1081-1083
DOI: 10.1055/s-1997-1533
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Intramolecular Anionic Friedel-Crafts Equivalents. A General Regiospecific Route to Substituted and Naturally Occurring Xanthen-9-ones

O. B. Familoni, Ileana Ionica, Justin F. Bower, Victor Snieckus*
  • *Guelph-Waterloo Centre for Graduate Work in Chemistry, University of Waterloo, Waterloo, Ontario, Canada, N2L 3G1, Fax: 519-746-5884; email: snieckus@buli.uwaterloo.ca
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Publication Date:
31 December 2000 (online)

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An LDA-induced regiospecific and general conversion of diaryl ether 2-carboxamides 4 into substituted xanthones 5, including natural products, 2-hydroxy-1-methoxyxanthone (8) and 6-deoxy-jacareubin (14), is described.

directed ortho metalation - diaryl ether 2-carboxamides - xanthen-9-ones