title: A phosphine-mediated reaction of cyclic 1,2-diones and 3-alkyl allenoates: an efficient protocol for benzannulation applicable to the synthesis of polycyclic aromatic hydrocarbons.
abstract: A facile one-pot benzannulation strategy involving phosphine-3-alkyl allenoate zwitterions and cyclic 1,2-diones is described. The strategy is effectively utilized in the synthesis of fluoranthenes and benzo[a]aceanthrylenes with impressive photophysical properties. This is the first report on an intermolecular benzannulation using a 3-alkyl allenoate as a four carbon synthon.
authors.affiliation: Chemical Science and Technology Division, National Institute for Interdisciplinary Science and Technology (CSIR-NIIST), Thiruvananthapuram-695 019, India. vijaynair_2001@yahoo.com.
authors.forename: Anu
authors.initials: A
authors.lastname: Jose
authors.forename: Jayakrishnan
authors.initials: J
authors.lastname: A J
authors.forename: Balaraman
authors.initials: B
authors.lastname: Vedhanarayanan
authors.forename: Rajeev S
authors.initials: RS
authors.lastname: Menon
authors.forename: Sunil
authors.initials: S
authors.lastname: Varughese
authors.forename: Eringathodi
authors.initials: E
authors.lastname: Suresh
authors.forename: Vijay
authors.initials: V
authors.lastname: Nair
mesh_terms: D001551:Benz(a)Anthracenes / Q000138:chemical synthesis; D003500:Cyclization; D005231:Fatty Acids, Unsaturated / Q000737:chemistry*; D005449:Fluorenes / Q000138:chemical synthesis; D010720:Phosphines / Q000737:chemistry*; D011084:Polycyclic Aromatic Hydrocarbons / Q000138:chemical synthesis*
chemical_list: D001551:Benz(a)Anthracenes; D005231:Fatty Acids, Unsaturated; D005449:Fluorenes; D010720:Phosphines; D011084:Polycyclic Aromatic Hydrocarbons; C044646:phosphine