Faculty of Molecular Chemistry and Engineering, Kyoto Institute of Technology , Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan.
Department of Materials Science, Ibaraki University , 4-12-1 Nakanarusawa, Hitachi 316-8511, Japan.
J Org Chem. 2017 Feb 3;82(3):1618-1631. doi: 10.1021/acs.joc.6b02793. Epub 2017 Jan 24.
Highly regio- and stereoselective transformation of commercially available 4-bromo-3,3,4,4-tetrafluoro-1-butene into multisubstituted alkenes having a tetrafluoroethylene fragment through Heck reactions and/or Suzuki-Miyaura cross-coupling reactions was established. Thus, the obtained alkenes underwent a smooth reductive coupling reaction with aldehydes under the influence of MeLi/LiBr-free, affording structurally unprecedented fluorinated materials.
通过 Heck 反应和/或 Suzuki-Miyaura 交叉偶联反应,可高区域和立体选择性地将商业可得的 4-溴-3,3,4,4-四氟-1-丁烯转化为具有四氟乙烯片段的多取代烯烃。因此,所得烯烃在无 MeLi/LiBr 影响下与醛进行了顺利的还原偶联反应,得到了结构前所未有的氟化材料。