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Issue 16, 2018
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Gold-catalyzed cascade cyclization of N-propargyl ynamides: rapid access to functionalized indeno[1,2-c]pyrroles

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Abstract

A new gold-catalyzed cascade cyclization of N-propargyl ynamides involving a presumable vinyl cation intermediate has been developed, which allows the efficient and practical synthesis of various functionalized indeno[1,2-c]pyrroles in moderate to good yields under mild reaction conditions. Importantly, an unusual regioselective cyclization on the β-carbon of the ynamide was observed in such a gold-catalyzed alkyne–ynamide cyclization.

Graphical abstract: Gold-catalyzed cascade cyclization of N-propargyl ynamides: rapid access to functionalized indeno[1,2-c]pyrroles

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Publication details

The article was received on 03 Jun 2018, accepted on 11 Jul 2018 and first published on 12 Jul 2018


Article type: Research Article
DOI: 10.1039/C8QO00552D
Citation: Org. Chem. Front., 2018,5, 2468-2472
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    Gold-catalyzed cascade cyclization of N-propargyl ynamides: rapid access to functionalized indeno[1,2-c]pyrroles

    W. Shen, B. Zhou, Z. Zhang, H. Yuan, W. Fang and L. Ye, Org. Chem. Front., 2018, 5, 2468
    DOI: 10.1039/C8QO00552D

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