title: Photoinduced rearrangements of 3,3'-bis(arylbenzofurans).
abstract: Complex tetracyclic ring systems were assembled by a photoinduced rearrangement of 3,3'-bis(arylbenzofurans). Irradiation of 1 under N(2) atmosphere yielded the benzonaphthofurans 2 in 75-90% yield. When the reaction was conducted under an O(2) atmosphere in the presence of tetracyanoethylene (TCNE) a different reaction pathway was observed leading to the isolation of 3 as the major product. Also, the photochemical properties of these novel structures were investigated.
authors.affiliation: Department of Chemistry, University of Basel, St. Johanns-Ring 19, 4056 Basel, Switzerland.
authors.forename: Mathieu
authors.initials: M
authors.lastname: Auzias
authors.forename: Daniel
authors.initials: D
authors.lastname: Häussinger
authors.forename: Markus
authors.initials: M
authors.lastname: Neuburger
authors.forename: Hermann A
authors.initials: HA
authors.lastname: Wegner
mesh_terms: D001572:Benzofurans / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques; D005030:Ethylenes / Q000737:chemistry; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry; D055668:Photochemical Processes
chemical_list: D001572:Benzofurans; D005030:Ethylenes; D006576:Heterocyclic Compounds, 4 or More Rings; D009570:Nitriles; C003393:tetracyanoethylene