a-(Trifluoromethyl)allyl alcohols, easily available from a,b-unsaturated carbonyl compounds, are readily converted into g-(trifluoromethyl)allyl thioethers, benzyl ethers, trifluoroacetates, and azides. A phenyl substituent at the g-position to the hydroxyl function enhances their reactivity and the ease of S N 2¢ or S N 1¢ substitutions, whereas a phenyl ring at the a-position allows the BF 3 -mediated synthesis of (trifluoromethyl)indenes. 4-Alkyl-4-methoxy-1-(trifluoromethyl)cyclohexa-2,5-dienols, readily available from 4-alkylphenols, are easily converted to 4-alkyl(trifluoromethyl)benzenes bearing a nucleophilic substituent (MeO, Cl) either on the ring or the benzylic position.

Organic chemistryOrganic chemistry Z 0200 Trifluoromethylated Vinylic and Aromatic Compounds from α-(Trifluoromethyl)allyl Alcohols. -[ca. 60 refs.]. -(RADIX-LARGE, S.; KUCHARSKI, S.; LANGLOIS*, B. R.; Synthesis 2004, 3, 456-465; Lab. SERCOF, Univ. Claude Bernard Lyon, F-69622 Villeurbanne, Fr.; Eng.) -Lindner 20-247