title: CAN-mediated oxidations for the synthesis of xanthones and related products.
abstract: Reaction of (2,4,5-trimethoxyphenyl)(2-hydroxyphenyl)methanone with ceric ammonium nitrate furnished the xanthone, 2,3-dimethoxy-9H-xanthen-9-one. Under the same conditions the related (1,4-dimethoxynaphthalen-2-yl)(2-hydroxyphenyl)methanone resulted in the formation of 12a-methoxy-5H-benzo[c]xanthenes 5,7(12aH)-dione. Other examples of this novel transformation are also outlined.
authors.affiliation: Molecular Sciences Institute, School of Chemistry, University of the Witwatersrand, PO Wits 2050, South Africa.
authors.forename: Myron M
authors.initials: MM
authors.lastname: Johnson
authors.forename: Jeremy M
authors.initials: JM
authors.lastname: Naidoo
authors.forename: Manuel A
authors.initials: MA
authors.lastname: Fernandes
authors.forename: Edwin M
authors.initials: EM
authors.lastname: Mmutlane
authors.forename: Willem A L
authors.initials: WA
authors.lastname: van Otterlo
authors.forename: Charles B
authors.initials: CB
authors.lastname: de Koning
mesh_terms: D002563:Cerium / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D044004:Xanthones / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: C556254:(1,4-dimethoxynaphthalen-2-yl)(2-hydroxyphenyl)methanone; D009281:Naphthalenes; D044004:Xanthones; D002563:Cerium; C004653:ceric ammonium nitrate