Article ID Journal Published Year Pages File Type
1313638 Journal of Fluorine Chemistry 2013 5 Pages PDF
Abstract

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.

Related Topics
Physical Sciences and Engineering Chemistry Inorganic Chemistry
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