1259948-53-2Relevant academic research and scientific papers
Expedient synthesis of α-substituted fluoroethenes
Mandal, Samir K.,Ghosh, Arun K.,Kumar, Rakesh,Zajc, Barbara
, p. 3164 - 3167 (2012/06/04)
A mild and efficient synthesis of 1-aryl-1-fluoroethenes from benzothiazolyl (aryl)fluoromethyl sulfones and paraformaldehyde, under DBU- or Cs2CO3-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.
Novel aromatic fluoroolefins via fluoro-Julia-Kocienski olefination
Allendoerfer, Nadine,Es-Sayed, Mazen,Nieger, Martin,Braese, Stefan
experimental part, p. 3439 - 3448 (2010/12/19)
Fluoroolefins, which play an increasingly important role as peptide mimics in pharmaceuticals and as crop protection agents, are generated using a fluoro-Julia-Kocienski olefination. Their preparation can easily be accomplished using a Mitsunobu reaction and subsequent oxidation to generate the required benzothiazolyl sulfones. The key step of this process was the electrophilic -fluorination of the sulfone with N-fluorobenzenesulfonimide. The last stage of the successful synthesis of the fluoroolefins was the modified Julia-Kocienski olefination under basic conditions. Further functionalization was followed with the application of a Suzuki reaction. Georg Thieme Verlag Stuttgart.
