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

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.

SUBMITTER: Wang Y

PROVIDER: S-EPMC4120750 | biostudies-literature | 2013 Jul

REPOSITORIES: biostudies-literature

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

Wang Youliang Y Yepremyan Akop A Ghorai Subir S Todd Robert R Aue Donald H DH Zhang Liming L

Angewandte Chemie (International ed. in English) 20130620 30

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. ...[more]

PMID: 23788447

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