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Updated: Feb 12, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Synthesis of spiroindolenines by intramolecular ipso-iodocyclization of indol ynones
Pavel Fedoseev1, Guglielmo Coppola, Gerardo M Ojeda
1Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, University of Leuven (KU Leuven), Celestijnenlaan 200F, Leuven, Belgium. erik.vandereycken@kuleuven.be.
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.
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