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Issue 34, 2017
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PtCl4-catalyzed skeleton rearrangement–cyclization of tertiary indolyl-3-alkynols

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Abstract

An unexpected PtCl4-catalyzed cyclization reaction of tertiary indol-2-yl-3-alkynols occurred smoothly in toluene to form various poly-substituted carbazole derivatives efficiently. A possible mechanism involving the formation of a spiro-tricyclic intermediate via indole C-2 attack, highly selective ring expansion and then 1,2-migration has been proposed for the formation of carbazoles.

Graphical abstract: PtCl4-catalyzed skeleton rearrangement–cyclization of tertiary indolyl-3-alkynols

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Publication details

The article was received on 14 Jan 2017, accepted on 15 Mar 2017 and first published on 15 Mar 2017


Article type: Communication
DOI: 10.1039/C7CC00352H
Citation: Chem. Commun., 2017,53, 4722-4725
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    PtCl4-catalyzed skeleton rearrangement–cyclization of tertiary indolyl-3-alkynols

    J. Zhou, Y. Qiu, J. Li, C. Fu, X. Zhang and S. Ma, Chem. Commun., 2017, 53, 4722
    DOI: 10.1039/C7CC00352H

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