Method for the Synthesis of Dibenzo[<i>g</i>,<i>p</i>]Chrysenes: Domino Friedel–Crafts-Type Cyclization of Difluoroethenes Bearing Two Biaryl Groups
作者:Naoto Suzuki、Takeshi Fujita、Junji Ichikawa
DOI:10.1021/acs.orglett.5b02426
日期:2015.10.16
Dibenzo[g,p]chrysenes were readily synthesized via the superacid- or TiF4-mediated domino Friedel-Crafts-type cyclization of 1,1-difluoroethenes bearing two biaryl groups, which were easily prepared via the Suzuki-Miyaura coupling of 1,1-difluoro-2,2-diiodoethene or 1-(biphenyl-2-yl)-1-bromo-2,2-difluoroethene. Using this approach, the activation of both vinylic and aromatic C-F bonds was successfully achieved to make new C-C bonds.