title: Regioselective Fluorination of 1-(2,2-Dibromovinyl)benzene Derivatives with Wet Tetra-n-butylammonium Fluoride: One-Pot Synthesis of (Z)-1-(2-Bromo-1-fluorovinyl)benzenes.
abstract: A direct fluorination of 1-(2,2-dibromovinyl)benzene derivatives using wet tetra-n-butylammonium fluoride (TBAF·3H2O) as either a base or a fluorine source in toluene was accomplished, which provided (Z)-1-(2-bromo-1-fluorovinyl)benzene compounds in up to 81% yields with high regioselectivities. This reaction results strongly depend upon the reaction conditions. The mechanism of this reaction was investigated as well.
authors.affiliation: Shanghai Key Lab of Chemical Assessment and Sustainability, Department of Chemistry, Tongji University , 1239 Siping Road, Shanghai 200092, P. R. China.
authors.forename: Mingzhu
authors.initials: M
authors.lastname: Zhao
authors.affiliation: Shanghai Key Lab of Chemical Assessment and Sustainability, Department of Chemistry, Tongji University , 1239 Siping Road, Shanghai 200092, P. R. China.
authors.forename: Ling
authors.initials: L
authors.lastname: Ming
authors.affiliation: Shanghai Key Lab of Chemical Assessment and Sustainability, Department of Chemistry, Tongji University , 1239 Siping Road, Shanghai 200092, P. R. China.
authors.forename: Jialiang
authors.initials: J
authors.lastname: Tang
authors.affiliation: Shanghai Key Lab of Chemical Assessment and Sustainability, Department of Chemistry, Tongji University , 1239 Siping Road, Shanghai 200092, P. R. China.
authors.forename: Xiaoming
authors.initials: X
authors.lastname: Zhao