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Issue 21, 2018
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Oxidative coupling strategies for the synthesis of indole alkaloids

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Abstract

Direct bond formation between two C–H bonds is most challenging but imperative for efficient organic synthesis. Recently, significant progress has been made in direct functionalization of indole through oxidative coupling reactions with other nucleophiles such as enolates and phenols. Both intermolecular and intramolecular coupling reactions can be conducted under the action of base/oxidants or oxidants alone. Coupling typically occurs at the 3-position of indole moiety due to intrinsic nucleophilicity at this position. Coupling at the 2- or 4-position of the indole moiety has been observed for some special substrates. These coupling reactions provide powerful tools for quickly establishing the core structures of a number of indole alkaloids.

Graphical abstract: Oxidative coupling strategies for the synthesis of indole alkaloids

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Publication details

The article was received on 17 Apr 2018 and first published on 17 Sep 2018


Article type: Review Article
DOI: 10.1039/C8CS00305J
Citation: Chem. Soc. Rev., 2018,47, 8018-8029

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    Oxidative coupling strategies for the synthesis of indole alkaloids

    K. Nagaraju and D. Ma, Chem. Soc. Rev., 2018, 47, 8018
    DOI: 10.1039/C8CS00305J

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