4.7 Article

Gold-catallyzed benzylation of arenes and heteroarenes

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 348, Issue 6, Pages 691-695

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200505433

Keywords

arene functionalization; arylation; benzylation; Friedel-Crafts reaction; homogeneous catalysis; gold

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Friedel-Crafts type benzylation of arenes and heteroarenes with benzylic acetates, alcohols, and carbonates is effectively promoted under mild reaction conditions using catalytic amounts of gold salts. The resulting 1,1-diarylalkanes and 1-aryl-1-heteroarylalkanes are obtained in high yields and with high selectivity. The utility of the method is demonstrated by a short synthesis of beclobrate {ethyl 2-[4-(4-chlorobenzyl)-phenoxy]-2-methylbutyrate (3)}, a fibric acid derivative.

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