title: Synthesis of 1,2,4-triazolines: base-catalyzed hydrazination/cyclization cascade of α-isocyano esters and amides.
abstract: A convenient, efficient synthesis of 1,2,4-triazolines from α-isocyano esters/amides and azodicarboxylates is presented. The developed reaction cascade is based on a base-catalyzed hydrazination-type reaction followed by a subsequent cyclization providing the triazolines in good to excellent yields (75-99%). Phosphine-catalyzed and preliminary asymmetric phase-transfer catalysis approaches have also been investigated.
authors.affiliation: Center for Catalysis, Aarhus University, 8000 Aarhus C, Denmark.
authors.forename: David
authors.initials: D
authors.lastname: Monge
authors.forename: Kim L
authors.initials: KL
authors.lastname: Jensen
authors.forename: Irene
authors.initials: I
authors.lastname: Marín
authors.forename: Karl Anker
authors.initials: KA
authors.lastname: Jørgensen
mesh_terms: D000577:Amides / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D004952:Esters; D015394:Molecular Structure; D010720:Phosphines / Q000737:chemistry*; D013237:Stereoisomerism; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000577:Amides; D004952:Esters; D010720:Phosphines; D014230:Triazoles