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Reverse orientation in the ultrasound-assisted [3 + 2]-cycloaddition reaction of nitrile imines with 3-formylchromone-Meldrum’s acid adducts

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Abstract

The [3 + 2]-cycloaddition reaction of nitrile imines with 2,2-dimethyl-5-[(4-oxo-4H-chromen-3-yl)methylene]-1,3-dioxane-4,6-dione tends to form the reverse-orientation products under ultrasound irradiation in EtOH in the presence of Et3N. Evidence for the structure of product 5b was obtained from single-crystal X-ray analysis.

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Acknowledgements

We thank the Research Council of Tarbiat Modares University for supporting this work.

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  1. Department of Chemistry, Tarbiat Modares University, P.O. Box 14115-175, Tehran, Iran

    Issa Yavari & Younes Fadakar

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  1. Issa Yavari
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Correspondence to Issa Yavari.

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Yavari, I., Fadakar, Y. Reverse orientation in the ultrasound-assisted [3 + 2]-cycloaddition reaction of nitrile imines with 3-formylchromone-Meldrum’s acid adducts. Mol Divers 26, 1141–1150 (2022). https://doi.org/10.1007/s11030-021-10240-4

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