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Issue 4, 2017
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Organocatalytic C–C bond activation of cyclopropenones for ring-opening formal [3 + 2] cycloaddition with isatins

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Abstract

Cyclopropenones were first applied as potential 3C synthons in ring-opening formal cycloaddition via an organocatalytic C–C bond activation strategy. This [3 + 2] cycloaddition of cyclopropenones with isatins catalyzed by using two different Lewis bases offers rapid access to spirooxindoles 3 and 4 regioselectively. These findings will provide helpful guidelines for further investigation of the reactivity of cyclopropenones with organocatalysis.

Graphical abstract: Organocatalytic C–C bond activation of cyclopropenones for ring-opening formal [3 + 2] cycloaddition with isatins

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Publication details

The article was received on 20 Nov 2016, accepted on 11 Jan 2017, published on 16 Jan 2017 and first published online on 16 Jan 2017


Article type: Research Article
DOI: 10.1039/C6QO00734A
Citation: Org. Chem. Front., 2017,4, 560-564
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    Organocatalytic C–C bond activation of cyclopropenones for ring-opening formal [3 + 2] cycloaddition with isatins

    J. Xu, J. Cao, C. Fang, T. Lu and D. Du, Org. Chem. Front., 2017, 4, 560
    DOI: 10.1039/C6QO00734A

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