title: A mild thermal and acid-catalyzed rearrangement of O-aryl ethers into ortho-hydroxy arenes.
abstract: [reaction: see text] An unusual rearrangement of an O-aryl ether to an ortho-hydroxyaryl system was discovered during our studies on the synthesis of diazonamide A. We discuss the exploration of this rearrangement under mild thermal and both Brønsted and Lewis acid-catalyzed conditions.
authors.affiliation: Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, Texas 78712, USA.
authors.forename: Frederick W
authors.initials: FW
authors.lastname: Goldberg
authors.forename: Philip
authors.initials: P
authors.lastname: Magnus
authors.forename: Rachel
authors.initials: R
authors.lastname: Turnbull
mesh_terms: D000143:Acids / Q000737:chemistry*; D002384:Catalysis; D004987:Ethers / Q000737:chemistry*; D006576:Heterocyclic Compounds, 4 or More Rings / Q000737:chemistry; D006900:Hydroxylation; D015394:Molecular Structure; D010080:Oxazoles / Q000737:chemistry; D013696:Temperature
chemical_list: D000143:Acids; D004987:Ethers; D006576:Heterocyclic Compounds, 4 or More Rings; D010080:Oxazoles