Copper Catalyzed Synthesis of 3‐Nitro‐Quinolines from Nitro‐Olefins and Anthranils: Its Application in the Synthesis of Quindoline

Copper‐catalyzed routes have been achieved for the synthesis of 3‐nitroquinolines from readily available nitroolefins and anthranils. This reaction proceeds via the [4+2] cycloaddition between anthranils and nitro‐styrenes under mild reaction conditions to obtain biologically important heterocycles....

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Veröffentlicht in:Advanced synthesis & catalysis 2022-01, Vol.364 (1), p.41-46
Hauptverfasser: Awasthi, Annapurna, Yadav, Pushpendra, Yadav, Sourabh, Tiwari, Dharmendra Kumar
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Yadav, Pushpendra
Yadav, Sourabh
Tiwari, Dharmendra Kumar
description Copper‐catalyzed routes have been achieved for the synthesis of 3‐nitroquinolines from readily available nitroolefins and anthranils. This reaction proceeds via the [4+2] cycloaddition between anthranils and nitro‐styrenes under mild reaction conditions to obtain biologically important heterocycles. A wide range of diversely substituted nitro‐olefins and anthranils are successfully employed in this reaction to access a series of 3‐nitro‐quinolines in 81–93% yields. The synthetic utility of the present methodology is also illustrated in this manuscript.
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subjects 3-nitro-quinolines
[4+2]-cycloaddition
Alkenes
anthranil
Chemical synthesis
Copper
Cycloaddition
nitro-olefines
Organic compounds
Styrenes
title Copper Catalyzed Synthesis of 3‐Nitro‐Quinolines from Nitro‐Olefins and Anthranils: Its Application in the Synthesis of Quindoline
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