title: Transition metal-catalyzed cascade cyclization of aryldiynes to halogenated benzo[b]naphtho[2,1-d]thiophene derivatives.
abstract: Treatment of 2-(2-(2-(2-substituted ethynyl)phenyl)ethynyl)thioanisoles (1) with 5 mol % of Ph3PAuCl/AgSbF6 and 2 equiv of NIS at refluxing CH2Cl2 gave iodo-substituted benzo[b]naphtho[2,1-d]thiophene (6) in good yields. Chloro- and bromo-substituted benzo[b]naphtho[2,1-d]thiophene derivatives (8 and 9) were also generated by treating compound 1 with 5 mol % of PdX2 and 3 equiv of CuX2 at refluxing THF.
authors.affiliation: Department of Chemistry, National Sun Yat-sen University , Kaohsiung 80424, Taiwan.
authors.forename: Chin-Chau
authors.initials: CC
authors.lastname: Chen
authors.forename: Chu-Mei
authors.initials: CM
authors.lastname: Chen
authors.forename: Ming-Jung
authors.initials: MJ
authors.lastname: Wu
mesh_terms: D003500:Cyclization; D054879:Halogenation; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry*; D013876:Thiophenes / Q000737:chemistry*; D028561:Transition Elements / Q000737:chemistry*
chemical_list: D006846:Hydrocarbons, Halogenated; D009281:Naphthalenes; D013876:Thiophenes; D028561:Transition Elements