title: Modular synthesis of benzo[b]phosphole derivatives via BuLi-mediated cyclization of (o-alkynylphenyl)phosphine.
abstract: Treatment of an (o-alkynylphenyl)phosphine with a stoichiometric amount of BuLi effects a cyclization reaction to produce a 3-lithiobenzo[b]phosphole, which affords a variety of 3-substituted benzophospholes upon reaction with electrophiles. An example is given for the synthesis of a bis-benzo[b]phosphole, which can be further converted to the corresponding benzo[b]phosphole oxide possessing high electron affinity.
authors.affiliation: Department of Chemistry, School of Science, The University of Tokyo, Hongo, Tokyo, Japan. tsuji@chem.a.u-tokyo.ac.jp
authors.forename: Hayato
authors.initials: H
authors.lastname: Tsuji
authors.forename: Kosuke
authors.initials: K
authors.lastname: Sato
authors.forename: Laurean
authors.initials: L
authors.lastname: Ilies
authors.forename: Yoshimitsu
authors.initials: Y
authors.lastname: Itoh
authors.forename: Yoshiharu
authors.initials: Y
authors.lastname: Sato
authors.forename: Eiichi
authors.initials: E
authors.lastname: Nakamura
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D003500:Cyclization; D009942:Organometallic Compounds / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry*
chemical_list: D000480:Alkynes; D009942:Organometallic Compounds; D009943:Organophosphorus Compounds; D010720:Phosphines; C434823:n-butyllithium