title: One-pot synthesis of 3,4,5-trisubstituted 1,2,4-triazoles via the addition of hydrazides to activated secondary amides.
abstract: A general approach has been developed for the one-pot synthesis of 3,4,5-trisubstituted 1,2,4-triazoles from secondary amides and hydrazides via triflic anhydride activation followed by microwave-induced cyclodehydration. In addition, the 1,2,4-triazole moiety is shown to be a useful directing group for Ru-catalyzed C-H arylation. Access to 1,2,4-triazolophenanthridine can be achieved from the reaction products using a Pd-catalyzed intramolecular C-H functionalization reaction.
authors.affiliation: Centre in Green Chemistry and Catalysis, Faculty of Arts and Sciences, Department of Chemistry, Université de Montréal , P.O. Box 6128, Station Downtown, Montréal, Québec Canada H3C 3J7.
authors.forename: William S
authors.initials: WS
authors.lastname: Bechara
authors.forename: Inna S
authors.initials: IS
authors.lastname: Khazhieva
authors.forename: Elsa
authors.initials: E
authors.lastname: Rodriguez
authors.forename: André B
authors.initials: AB
authors.lastname: Charette
mesh_terms: D000577:Amides / Q000737:chemistry*; D002384:Catalysis; D006835:Hydrazones / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D010617:Phenanthridines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: C000601231:1,2,4-triazolophenanthridine; D000577:Amides; D006835:Hydrazones; D010617:Phenanthridines; D014230:Triazoles; C045575:1,2,4-triazole; D010165:Palladium