title: Expedient synthesis of α-substituted fluoroethenes.
abstract: A mild and efficient synthesis of 1-aryl-1-fluoroethenes from benzothiazolyl (aryl)fluoromethyl sulfones and paraformaldehyde, under DBU- or Cs(2)CO(3)-mediated conditions at room temperature, is described. A comparable diethyl fluoro(naphthalen-2-yl)methylphosphonate reagent does not react with paraformaldehyde under these mild conditions. The utility of the methodology for synthesis of terminal α-fluoroalkenes bearing electron-withdrawing functionalities is also shown.
authors.affiliation: Department of Chemistry, The City College and The City University of New York, New York, New York 10031-9198, USA.
authors.forename: Samir K
authors.initials: SK
authors.lastname: Mandal
authors.forename: Arun K
authors.initials: AK
authors.lastname: Ghosh
authors.forename: Rakesh
authors.initials: R
authors.lastname: Kumar
authors.forename: Barbara
authors.initials: B
authors.lastname: Zajc
mesh_terms: D060326:Chemistry Techniques, Synthetic / Q000191:economics / Q000379:methods*; D005030:Ethylenes / Q000138:chemical synthesis* / Q000737:chemistry; D005461:Fluorine / Q000737:chemistry*; D005557:Formaldehyde / Q000138:chemical synthesis / Q000737:chemistry; D054879:Halogenation; D011108:Polymers / Q000138:chemical synthesis / Q000737:chemistry; D013450:Sulfones / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D005030:Ethylenes; D011108:Polymers; D013450:Sulfones; D005557:Formaldehyde; D005461:Fluorine; C036216:ethylene; C003043:paraform