Gold‐Catalyzed Cyclizations of  cis ‐Enediynes: Insights into the Nature of Gold–Aryne Interactions | Zendy

Wang Youliang | Zendy; Yepremyan Akop | Zendy; Ghorai Subir | Zendy; Todd Robert | Zendy; Aue Donald H. | Zendy; Zhang Liming | Zendy

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Gold‐Catalyzed Cyclizations of cis ‐Enediynes: Insights into the Nature of Gold–Aryne Interactions

Author(s) -

Wang Youliang,

Yepremyan Akop,

Ghorai Subir,

Todd Robert,

Aue Donald H.,

Zhang Liming

Publication year - 2013

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201301057

Subject(s) - aryne , intramolecular force , chemistry , catalysis , nucleophile , combinatorial chemistry , medicinal chemistry , computational chemistry , stereochemistry , organic chemistry

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.

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