title: High functionalization of 5-nitro-1H-imidazole derivatives: the TDAE approach.
abstract: We report herein the synthesis of substituted 2-[4-(1,2-dimethyl-5-nitro-1H-imidazol-4-yl)phenyl]-1-arylethanols, ethyl 3-[4-(1,2-dimethyl-5-nitro-1H-imidazol-4-yl)-phenyl]-2-hydroxypropanoate and 2-[4-(1,2-dimethyl-5-nitro-1H-imidazol-4-yl)benzyl]-2-hydroxy-acenaphthylen-1(2H)-one from the reactions of 4-[4-(chloromethyl)phenyl]-1,2-dimethyl-5-nitro-1H-imidazole with various aromatic carbonyl and a-carbonyl ester derivatives using tetrakis(dimethylamino)ethylene (TDAE) methodology.
authors.affiliation: Laboratoire de Pharmaco-Chimie Radicalaire, Faculté de Pharmacie, Universités d'Aix-Marseille I, II et III - CNRS, UMR 6264, France.
authors.forename: Thierry
authors.initials: T
authors.lastname: Juspin
authors.forename: Laura
authors.initials: L
authors.lastname: Zink
authors.forename: Maxime D
authors.initials: MD
authors.lastname: Crozet
authors.forename: Thierry
authors.initials: T
authors.lastname: Terme
authors.forename: Patrice
authors.initials: P
authors.lastname: Vanelle
mesh_terms: D000981:Antiprotozoal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001424:Bacterial Infections / Q000188:drug therapy; D002855:Chromatography, Thin Layer; D004123:Dimethylamines / Q000737:chemistry*; D000431:Ethanol / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D005030:Ethylenes / Q000737:chemistry*; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D009593:Nitroimidazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D010084:Oxidation-Reduction; D011528:Protozoan Infections / Q000188:drug therapy; D013329:Structure-Activity Relationship
chemical_list: D000981:Antiprotozoal Agents; D004123:Dimethylamines; D005030:Ethylenes; D009593:Nitroimidazoles; D000431:Ethanol; C548965:tetrakis(dimethylamino)ethylene; C052587:4-nitroimidazole