title: One-step synthesis of nitrogen-containing medium-sized rings via α-imino diazo intermediates.
abstract: Eight- and 9-membered dioxazocines and dioxazonines are readily synthesized starting from N-sulfonyl-1,2,3-triazoles in a single-step procedure. A perfect regioselectivity and generally good yields (up to 92%) are obtained under dirhodium catalysis using 1,3-dioxolane and 1,3-dioxane as solvents and reagents.
authors.affiliation: Department of Organic Chemistry, University of Geneva , 30 Quai Ernest Ansermet, CH-1211 Geneva 4, Switzerland.
authors.forename: Florian
authors.initials: F
authors.lastname: Medina
authors.forename: Céline
authors.initials: C
authors.lastname: Besnard
authors.forename: Jérôme
authors.initials: J
authors.lastname: Lacour
mesh_terms: D001391:Azo Compounds / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D004146:Dioxanes / Q000737:chemistry*; D004148:Dioxolanes / Q000737:chemistry*; D006573:Heterocyclic Compounds, 1-Ring / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry*; D013237:Stereoisomerism; D013450:Sulfones / Q000138:chemical synthesis* / Q000737:chemistry*; D014230:Triazoles / Q000737:chemistry*
chemical_list: D001391:Azo Compounds; D004146:Dioxanes; D004148:Dioxolanes; D006573:Heterocyclic Compounds, 1-Ring; D013450:Sulfones; D014230:Triazoles; D009584:Nitrogen; C010962:formal glycol