Electrophile-induced intramolecular cyclization of ortho-(aryloxy)phenylalkynes to dibenz[b,f] oxepines

Authors:
  • TKTsugio Kitamura
    Tsugio Kitamura
  • TTTatsuya Takachi
    Tatsuya Takachi
  • HKHironobu Kawasato
    Hironobu Kawasato
  • HTHiroshi Taniguchi
    Hiroshi Taniguchi

Abstract
Reaction of o-(aryloxy)phenylalkynes with electrophiles such as perchloric acid, tetrafluoroboric acid, benzenesulfenyl chloride, and iodine monochloride yielded dibenz[b,f]oxepine derivatives. Cyclization to the dibenz[b,f]oxepines competed with 1,2-addition of the electrophiles. The effect of substituents on the alkyne is also discussed.