Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1313638 | Journal of Fluorine Chemistry | 2013 | 5 Pages |
The reaction of ortho-formyl cinnamates, ortho-formyl cinnamonitrile and ortho-formyl α-benzalketones with trifluoromethyltrimethylsilane in the presence of cesium fluoride results in the formation of trifluoromethylated phthalans in good yields. This approach provides a novel and facile access to the biologically important fluorine-containing phthalans.
Graphical abstractThe reaction of ortho-formyl cinnamates, ortho-formyl cinnamonitrile and ortho-formyl (-benzalketones with trifluoromethyltrimethylsilane in the presence of cesium fluoride results in the formation of trifluoromethylated phthalans in good yields.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Synthesis of trifluoromethylated phthalans. ► Tandem nucleophilic addition of trifluoromethyl anion and intraolecualr oxa-Michael reaction. ► Temperature-dependent intramolecular oxa-Michael addition.