Organic Letters
Organic Letters
5 years ago

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

Gold-Catalyzed Cascade Reaction of Skipped Diynes for the Construction of a Cyclohepta[b]pyrrole Scaffold
Shinya Oishi, Yusuke Yoshida, Naoka Hamada, Hiroaki Ohno
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.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01759

DOI: 10.1021/acs.orglett.7b01759

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