Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1314401 | Journal of Fluorine Chemistry | 2011 | 5 Pages |
β-(Trifluoromethyl) enones, easily obtained in few steps from commercially available methyl hemiketal of trifluoroacetaldehyde, react with electron-rich O- and N-containing heterocycles (furans and benzofurans, pyrroles and indoles, hydroxycoumarins), through a 1,4 addition, to give heterocycles bearing a functionalized side-chain. β-(chlorodifluoromethyl)enones and β-(pentafluoroethyl)enones behave in the same way.
Graphical abstractβ-(Fluoroalkyl)enones react with O- and N-containing heterocycles to yield various heterocycles bearing a functionalized, fluorinated, side-chain.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► β-(Fluoroalkyl)enones. ► 1,4-Addition with heterocycles. ► Furans, benzofurans, indoles and coumarins give good yields. ► Various heterocycles bearing a functionalized, fluorinated, side-chain obtained.