"Acylation under Friedel-Crafts conditions leads to vinyl ketones. Using ɑ?-unsaturated acyl halides, the products are divinyl ketones, which, under the reaction conditions, undergo the Nazarov cyclization to enones: J. Org. Chem., 45, 1046 (1980)
For reviews of the Nazarov cyclization, see: Synthesis, 429 (1983); Org. React., 45, 159 (1994).
Coupling with the electrophilic reagent generated from an aryl iodide in the presence of Pd(OAc)2, triphenylphosphine and base, provides a route to styrenes: Chem. Lett., 1993 (1982).
Also undergoes regioselective addition reactions with alkyllithiums: J. Chem. Soc., Perkin 1, 1131 (1983), and Grignards: Chem. Ber., 117, 383 (1984), to giveɑ-metallated products.
For an extensive review of the reactions of vinyl (and allyl) silanes, see: Org. React., 37, 57 (1989). "