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Issue 41, 2017
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A copper-catalyzed tandem reaction for the construction of coumarin fused 9H-pyrrolo[1,2-a]indoles

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Abstract

An efficient copper-catalyzed Friedel–Crafts alkylation/cyclization/isomerization sequence of 3-arylcarbonyl coumarins and 3-methyl indole was developed to afford a wide range of functionalized coumarin fused 9H-pyrrolo[1,2-a]indoles, which feature a 6-6-5-5-6 pentacyclic core, in 34–99% yields. Moreover, gram-scale experiment and chemical transformations were conducted to demonstrate the synthetic value of this protocol.

Graphical abstract: A copper-catalyzed tandem reaction for the construction of coumarin fused 9H-pyrrolo[1,2-a]indoles

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Publication details

The article was received on 15 Sep 2017, accepted on 29 Sep 2017 and first published on 29 Sep 2017


Article type: Paper
DOI: 10.1039/C7OB02307C
Citation: Org. Biomol. Chem., 2017,15, 8729-8737
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    A copper-catalyzed tandem reaction for the construction of coumarin fused 9H-pyrrolo[1,2-a]indoles

    S. Jin, J. Guo, Y. Zhu, Q. Wang and Z. Bu, Org. Biomol. Chem., 2017, 15, 8729
    DOI: 10.1039/C7OB02307C

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