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Synfacts 2008(6): 0630-0630  
DOI: 10.1055/s-2008-1072774
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Naphthalenes via Gold-Catalyzed Migration-Benzannulation Cascade

Contributor(s): Paul Knochel, Andrei Gavryushin
A. S. Dudnik, T. Schwier, V. Gevorgyan*
University of Illinois at Chicago, USA
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Publication History

Publication Date:
21 May 2008 (online)

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Significance

Gold-catalyzed reactions have recently attracted a lot of attention due to their unique ability to create relatively complex carbo­cyclic cores in an atom-economical way. The group of Gevorgyan reported herein an interesting Au(I)-catalyzed tandem 1,3/1,2-migration-benzo­annulation cascade process, starting from propargylic esters and leading to polysubstituted naphthalenes. Beside a useful mechanistic insight, this method gives access to some difficult-to-prepare 1,2,4-trisubstituted naphthalenes.