4.7 Article

Cationic palladium-catalyzed [5+2] annulation: Synthesis of 1-benzoxepines from 2-aroylmethoxyarylboronic acids

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 349, Issue 14-15, Pages 2247-2252

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200700369

Keywords

alkynes; arylboronic acids; benzoxepines; cationic palladium; ketones

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The synthesis of 1-benzoxepines from 2-aroylmethoxyarylboronic acids and alkynes in the presence of a catalytic amount of [Pd(dppp)-(H2O)(2)](2+) (TfO-)(2) was developed. This [5+2]annulation involves the intramolecular nucleophilic addition of a vinylpalladium species to ketones.

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