ORGN 117 |
| The Frieldel-Crafts reaction is one of the most important C-C bond formations in the field of organic synthesis. In general, because nucleophilicity of aromatic compounds are relatively low, severe conditions such as stoichiometric amounts of Lewis Acids, high temperatures, and large excess of arenes are classic problems in intermolecular Friedel-Crafts reactions with alkyl halides. To overcome these limitations, there has been growing interest in catalytic, mild, and more eco-friendly methods. Our recent discovery that In(III) salts were able to activate halides catalytically under mild conditions for the intermolecular Friedel–Crafts cyclization prompted us to explore this highly efficient activation in intermolecular Friedel–Crafts reactions. The alkylation of p-xylene with allylic and benzylic halides was demonstrated under catalytic and mild condition to afford in some cases quantitative yields of the monoalkylated products without the need to employ large excesses of reactants.
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Physical Organic Chemistry, Combinatorial and Process Chemistry, New Reactions and Methodology, Peptides, Proteins and Amino Acids
8:00 PM-10:00 PM, Sunday, April 6, 2008 Morial Convention Center -- Hall A, Poster
Division of Organic Chemistry |
