title: Concise copper-catalyzed synthesis of tricyclic biaryl ether-linked aza-heterocyclic ring systems.
abstract: A new method for the synthesis of tricyclic biaryl ether-linked ring systems incorporating seven-, eight-, and nine-membered ring amines is presented. In the presence of catalytic quantities of copper(I), readily accessible acyclic precursors undergo an intramolecular carbon-oxygen bond-forming reaction facilitated by a "templating" chelating nitrogen atom. The methodology displays a broad substrate scope, is practical, and generates rare and biologically interesting tricyclic heteroaromatic products that are difficult to access by other means.
authors.affiliation: Department of Chemistry, University of Cambridge , Lensfield Road, Cambridge CB2 1EW, U.K. , and AstraZeneca , Pharmaceutical Development, Charter Way, Silk Road Business Park, Macclesfield, Cheshire SK10 2NA, U.K.
authors.forename: Paola
authors.initials: P
authors.lastname: Mestichelli
authors.forename: Matthew J
authors.initials: MJ
authors.lastname: Scott
authors.forename: Warren R J D
authors.initials: WR
authors.lastname: Galloway
authors.forename: Jamie
authors.initials: J
authors.lastname: Selwyn
authors.forename: Jeremy S
authors.initials: JS
authors.lastname: Parker
authors.forename: David R
authors.initials: DR
authors.lastname: Spring
mesh_terms: D001372:Aza Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D004987:Ethers / Q000138:chemical synthesis* / Q000737:chemistry; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
chemical_list: D001372:Aza Compounds; D004987:Ethers; D006575:Heterocyclic Compounds, 3-Ring; D003300:Copper