Angewandte Chemie. International edition in English 2013-07-22

Gold-catalyzed cyclizations of cis-enediynes: insights into the nature of gold-aryne interactions.

Youliang Wang, Akop Yepremyan, Subir Ghorai, Robert Todd, Donald H Aue, Liming Zhang

Index: Angew. Chem. Int. Ed. Engl. 52(30) , 7795-9, (2013)

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Abstract

Golden aryne? Gold aryne complexes are inferred as transition states in dual gold-catalyzed cyclizations of cis-enediynes (see scheme; DCE = 1,2-dichloroethane). They are better described as ortho-aurophenyl cations, which react with weak nucleophiles and undergo facile intramolecular insertions into C(sp(3))-H bonds. Indanes, fused heteroarenes, and phenol derivatives are readily prepared using this method.Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.