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Issue 29, 2018
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Synthesis of spiroindolenines by intramolecular ipso-iodocyclization of indol ynones

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Abstract

A high-yielding fast spirocyclization of easily available indol ynones has been developed by applying N-iodosuccinimide. The formation of the desired product occurs in an atom-economical way, under mild conditions, instantly after the addition of the reagent. The expected 1,2-rearrangement was not observed. The procedure represents a metal free spirocyclization of indoles with an opportunity for further functionalizations.

Graphical abstract: Synthesis of spiroindolenines by intramolecular ipso-iodocyclization of indol ynones

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Publication details

The article was received on 21 Feb 2018, accepted on 13 Mar 2018 and first published on 14 Mar 2018


Article type: Communication
DOI: 10.1039/C8CC01474D
Citation: Chem. Commun., 2018,54, 3625-3628
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    Synthesis of spiroindolenines by intramolecular ipso-iodocyclization of indol ynones

    P. Fedoseev, G. Coppola, G. M. Ojeda and E. V. Van der Eycken, Chem. Commun., 2018, 54, 3625
    DOI: 10.1039/C8CC01474D

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