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. 2024 Feb;28(1):133-142.
doi: 10.1007/s11030-023-10629-3. Epub 2023 Mar 21.

A facile synthesis of chromeno[3,4-c]spiropyrrolidine indenoquinoxalines via 1,3-dipolar cycloadditions

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A facile synthesis of chromeno[3,4-c]spiropyrrolidine indenoquinoxalines via 1,3-dipolar cycloadditions

Shahnaz Rahimi et al. Mol Divers. 2024 Feb.

Abstract

A one-pot, four-component reaction for the synthesis of novel chromeno[3,4-c]spiropyrrolidine-indenoquinoxalines is described via a 1,3-dipolar cycloaddition of 3-acetyl-coumarins with the azomethine ylides followed by deacetylation and protonation (deuteration). The products were obtained in moderate to high yields, and their structures were confirmed by 1H NMR, 13C NMR, FT-IR, and MS spectroscopy.

Keywords: 1,3-dipolar cycloaddition reaction; 3-acetyl-coumarins; azomethine ylides; one-pot reaction; spiropyrrolidine-indenoquinoxalines.

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References

    1. Liang B, Kalidindi S, Porco JA Jr, Stephenson CR (2010) Multicomponent reaction discovery: three-component synthesis of spirooxindoles. Org Lett 12(3):572–575. https://doi.org/10.1021/ol902764k - DOI - PubMed - PMC
    1. Cui SL, Lin XF, Wang YG (2006) Novel and efficient synthesis of iminocoumarins via copper-catalyzed multicomponent reaction. Org Lett 8(20):45174520. https://doi.org/10.1021/ol061685w - DOI
    1. Ganem B (2009) Strategies for innovation in multicomponent reaction design. Acc Chem Res 42(3):463–472. https://doi.org/10.1021/ar800214s - DOI - PubMed - PMC
    1. Kriis K, Ausmees K, Pehk T, Lopp M, Kanger T (2010) A novel diastereoselective multicomponent cascade reaction. Org Lett 12(10):2230–2233. https://doi.org/10.1021/ol1005714 - DOI - PubMed
    1. Sunderhaus JD, Martin SF (2009) Applications of multicomponent reactions to the synthesis of diverse heterocyclic scaffolds. Chem Eur J 15(6):1300–1308. https://doi.org/10.1002/chem.200802140 - DOI - PubMed

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