Synthesis of 6-Fluoroalkyl 6H-Benzo[c]chromenes via Visible-Light-Promoted Radical Addition/Cyclization of Biaryl Vinyl Ethers
Deng, QF (Deng, Qinfei)[ 1 ] ; Tan, LP (Tan, Liping)[ 1 ] ; Xu, Y (Xu, Yan)[ 1 ] ; Liu, P (Liu, Ping)[ 1 ] ; Sun, PP (Sun, Peipei)[ 1 ]（孙培培）*
[ 1 ] Nanjing Normal Univ, Sch Chem & Mat Sci, Jiangsu Collaborat Innovat Ctr Biomed Funct Mat, Jiangsu Prov Key Lab Mat Cycle Proc & Pollut Cont, Nanjing 210023, Jiangsu, Peoples R China
JOURNAL OF ORGANIC CHEMISTRY，201806,83(11),6151-6161
A novel visible-light-promoted cascade cyclization reaction for the synthesis of 6-fluoroalkyl 6H-benzo[c]-chromenes has been successfully realized, which was initiated by intermolecular radical addition to biaryl vinyl ethers using easily available fluoroalkylated reagents BrCF2CO2Et or 2-bromo-2,2-difluoroamides as the sources of fluorinated radicals, followed by the cyclization onto an aromatic ring process. This protocol tolerated a wide range of functional groups and provided the desired products in moderate to good yields.