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Copper-catalyzed tandem annulation/enol nucleophilic addition to access multisubstituted indoles

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Abstract

A method to access various multisubstituted indoles from propargylic alcohols and readily available enol nucleophiles by copper-catalyzed tandem annulation/enol nucleophilic addition has been developed. Compared to the expensive metal catalysts such as platinum, gold, silver, and palladium used previously, the most economical copper(I) catalyst could achieve this reaction efficiently. The fused heterocyclic compounds, pyrrolo[1,2-a] indoles, could be afforded by further transformation of the products. The allyl cation intermediate may be involved in the mechanism.

Graphical abstract: Copper-catalyzed tandem annulation/enol nucleophilic addition to access multisubstituted indoles

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Publication details

The article was received on 23 Jan 2019, accepted on 11 Feb 2019 and first published on 12 Feb 2019


Article type: Paper
DOI: 10.1039/C9OB00181F
Citation: Org. Biomol. Chem., 2019, Advance Article

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    Copper-catalyzed tandem annulation/enol nucleophilic addition to access multisubstituted indoles

    W. Song, M. Li, J. He, J. Li, K. Dong and Y. Zheng, Org. Biomol. Chem., 2019, Advance Article , DOI: 10.1039/C9OB00181F

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