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Strong acid catalyzed electrophilic reactions

Posted on:2005-01-08Degree:Ph.DType:Thesis
University:University of Southern CaliforniaCandidate:Yan, PingFull Text:PDF
GTID:2451390008481049Subject:Chemistry
Abstract/Summary:
Acid catalysis is an important area and still remains a hot topic in organic synthesis. Using usual acids to superacids, we can carry out novel organic transformations under mild conditions. By using trifluoromethanesulfonic acid, Friedel-Crafts cycli-acyalkylation and hydroxyalkylation were achieved and tetralones, indanones and alpha-trifluoromethylphenyl alcohols were obtained in good to excellent yields. Also gallium tris(trifluoromethansulfonate), a strong, stable and recyclable solid Lewis acid, is prepared and its properties and use in Friedel-Crafts acylation, alkylation, Beckman rearrangement and Ritter reactions are discussed. Friedel-Crafts acylations using ammonium carboxylate salts and triflic anhydride were also studied and the acid catalyzed Friedel-Crafts reactions with trifluoromethyl imine were also investigated.
Keywords/Search Tags:Acid, Friedel-crafts
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