In contrast with their oxo-analogues, thioenamides undergo photochemical cyclization to yield isoquinolinethione derivatives which are easily converted into isoquinolones and tetrahydroisoquinolines by treatment with benzeneseleninic anhydride and EtO3BF4–NaBH4, respectively.
Synthesis of trifluoromethyl-containing isoindolinones from tertiary enamides <i>via</i> a cascade radical addition and cyclization process
作者:Hui Yu、Mingdong Jiao、Xiaowei Fang、Pengfei Xuan
DOI:10.1039/c8ra03696a
日期:——
A radical trifluoromethylation reaction of tertiary enamides was investigated and trifluoromethyl-containing isoindolinones were prepared under mild conditions. Using TMSCF3 as a radical source, PhI(OAc)2 as an oxidant and KHF2 as an additive, tertiary enamides were converted to isoindolinones via a cascadeaddition and cyclization process in moderate to good yields.