Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 345, Issue 11, Pages 1247-1252Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200303098
Keywords
acids; aromatic substitution; gold; homogeneous catalysis; Lewis acids; Michael acceptors
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For the reaction of alpha,beta-unsaturated ketones with electron-rich arenes catalyzed by gold(III) chloride both, a Friedel-Crafts-type mechanism and an initial metallation, are evaluated. Gold(III) chloride has proven to be an efficient catalyst under very moderate reaction conditions, however, in the case of sterically demanding products HBF4 turned out to be the superior catalyst.
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