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Cascade Reactions of Indigo with an Allenylic Reactant

descriptionPublicationkeyboard_double_arrow_right Article 08 Jul 2025 English Publisher:MDPI AGJournal:Molecules, volume 30, page 2,899 (eissn: 1420-3049, Copyright policy )
Authors: Dyah U. C. Rahayu; Christopher Richardson; John B. Bremner; Paul A. Keller;

doi: 10.3390/molecules30142899

pmid: 40733166

pmc: PMC12299176

Cascade Reactions of Indigo with an Allenylic Reactant

Abstract

The base-enabled reaction of buta-2,3-dien-1-yl methanesulfonate with the readily available and cheap dye indigo resulted in the convenient one-pot synthesis of benzoindolonaphthyridinedione and benzoazepinopyridoindolediones, with the latter representing two novel heterocyclic scaffolds. Despite the low yields, the allenylic alkylation of indigo significantly contributes to the new chemistry of this compound, providing new mechanistic insights and reactivity boundaries.

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Keywords

benzoindolonaphthyridinedione, QD241-441, allenylic electrophile, Organic chemistry, cascade reaction, indigo, Article, benzoazepinopyridoindolediones

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selected citations
These citations are derived from selected sources.
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
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