Gold-Catalyzed Cascade Reaction of Skipped Diynes for the Construction of a Cyclohepta[b]pyrrole Scaffold

A gold-catalyzed cascade reaction of skipped diynes (1,4-diynes) and pyrroles has been developed. This reaction proceeds by the consecutive regioselective hydroarylation of two alkynes with a pyrrole, followed by a 7-endo-dig cyclization to give 1,6-dihydrocyclo­hepta­[b]­pyrroles in good yields. Th...

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Bibliographic Details
Published in:Organic letters 2017-07, Vol.19 (14), p.3875-3878
Main Authors: Hamada, Naoka, Yoshida, Yusuke, Oishi, Shinya, Ohno, Hiroaki
Format: Article
Language:English
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Summary:A gold-catalyzed cascade reaction of skipped diynes (1,4-diynes) and pyrroles has been developed. This reaction proceeds by the consecutive regioselective hydroarylation of two alkynes with a pyrrole, followed by a 7-endo-dig cyclization to give 1,6-dihydrocyclo­hepta­[b]­pyrroles in good yields. The direct synthesis of cyclohepta­[b]­indoles using indole nucleophiles has also been reported.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b01759