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Issue 9, 2018
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Catalytic vinylogous cross-coupling reactions of rhenium vinylcarbenoids

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Abstract

We report the first example of the rhenium-catalyzed allylation reaction of indolyl compounds by means of cross-coupling with propargyl ethers as non-obvious allylating reagents. Data from isotope-labeling and kinetic isotopic studies are consistent with a mechanism that proceeds by vinylidene formation as the rate determining step, followed by 1,5-hydride shift to generate a key rhenium vinylcarbenoid complex. Bond formation occurs at the vinylogous site and the reaction is conveniently carried out in air.

Graphical abstract: Catalytic vinylogous cross-coupling reactions of rhenium vinylcarbenoids

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Publication details

The article was received on 27 Dec 2017, accepted on 27 Jan 2018 and first published on 30 Jan 2018


Article type: Edge Article
DOI: 10.1039/C7SC05477G
Citation: Chem. Sci., 2018,9, 2489-2492
  • Open access: Creative Commons BY license
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    Catalytic vinylogous cross-coupling reactions of rhenium vinylcarbenoids

    J. Chen and J. Wu, Chem. Sci., 2018, 9, 2489
    DOI: 10.1039/C7SC05477G

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