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Access to quinolinones via DMAP-catalysed cascade reaction of 2-substituted benzoic acids with organic azides.

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Herein, we report a DMAP-catalysed Curtius rearrangement and intramolecular cyclisation cascade reaction of 2-substituted aryl carboxylic acids with organic azides for the first time. This protocol features simple operation, broad… Click to show full abstract

Herein, we report a DMAP-catalysed Curtius rearrangement and intramolecular cyclisation cascade reaction of 2-substituted aryl carboxylic acids with organic azides for the first time. This protocol features simple operation, broad scope and metal-free conditions, furnishing a broad spectrum of biologically attractive heterocycles. The synthetic virtue of this reaction was demonstrated by gram-scale synthesis and applicability toward drug-like molecules.

Keywords: acids organic; reaction substituted; reaction; dmap catalysed; cascade reaction; organic azides

Journal Title: Chemical communications
Year Published: 2022

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