Fluoride Ion Promoted Reactions of α-Halo Silanes: Synthesis of Stilbenes, Epoxides, Cyclopropanes, Benzazepines, and Phthalidylisoquinolines

Article abstract of DOI:10.1021/jo00012a024

Reaction of α-halo silanes 1 with CsF in DMF affords stilbenes 5.In the presence of added aldehydes, epoxides 6 are obtained, while with electron-deficient olefins the corresponding cyclopropanes 7 are formed.A similar reaction of 1a with iminium compounds 8 in HMPA leads to 2-phenyl-3-benzazepines 12, whereas 1b or 17 furnishes phthalidylisoquinolines 15.