title: Metal-Free, Acid-Catalyzed ortho-Directed Synthesis of Anthranilic Acid Derivatives Using Carbodiimides.
abstract: One-pot syntheses of fluorescent o-aminobenzoates, o-aminopyridine carboxylates, and a 2'-amino-[1,1'-biphenyl]-2-carboxylic acid are described. Carbodiimides are used as the source of the 2-amino function which inserts onto an aromatic ring using S(N)Ar reaction conditions. This method proceeds regiospecifically with a range of 2-fluoroaromatic acids or esters bearing further aryl fluorine, trifluoromethyl, and cyano substituents.
authors.affiliation: †Atlantic Cancer Research Institute, Moncton, NB E1C 8X3, Canada.
authors.forename: Adrian S
authors.initials: AS
authors.lastname: Culf
authors.affiliation: ‡National Research Council of Canada, Moncton, NB E1A 7R1, Canada.
authors.forename: Miroslava
authors.initials: M
authors.lastname: Čuperlović-Culf
authors.affiliation: †Atlantic Cancer Research Institute, Moncton, NB E1C 8X3, Canada.
authors.forename: Rodney J
authors.initials: RJ
authors.lastname: Ouellette
authors.affiliation: §Department of Chemistry, University of New Brunswick, Fredericton, NB E3B 5A3, Canada.
authors.forename: Andreas
authors.initials: A
authors.lastname: Decken
mesh_terms: D002234:Carbodiimides / Q000737:chemistry*; D002384:Catalysis; D008670:Metals / Q000737:chemistry; D015394:Molecular Structure; D062367:ortho-Aminobenzoates / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D002234:Carbodiimides; D008670:Metals; D062367:ortho-Aminobenzoates; C031385:anthranilic acid