Issue 29, 2018

Synthesis of spiroindolenines by intramolecular ipso-iodocyclization of indol ynones

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

Supplementary files

Article information

Article type
Communication
Submitted
21 Feb 2018
Accepted
13 Mar 2018
First published
14 Mar 2018

Chem. Commun., 2018,54, 3625-3628

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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