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Beilstein Arch. 2024, 20241. https://doi.org/10.3762/bxiv.2024.1.v1
Published 03 Jan 2024
We describe the use of bismuth (III) triflate as an efficient and environmentally friendly catalyst for the Nazarov reaction of aryl vinyl ketones, leading to the synthesis of 3-aryl-2-carboethoxy-1-indanones and 3-aryl-1-indanones. By changing the temperature and reaction time, it was possible to modulate the reactivity, allowing the synthesis of two different products in good to excellent yields (3-aryl-2-carboethoxy-1-indanones and 3-aryl-2-carbethoxy-1-indanones). The reaction does not need additives and is insensitive to both air and moisture. The preliminary biological evaluation of some indanones show a promissory profile against some human cancer line cells.
Keywords: Indanones; Heterocycles; Nazarov reaction; Bismuth; Catalysis
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Rodrigues Jr., M. T.; de Oliveira, A. S. B.; Gomes, R. D. C.; Hirata, A. S.; Zeoly, L. A.; Santos, H.; Arantes, J.; Reis-Silva, C. S. M.; Machado-Neto, J. A.; Costa-Lotufo, L. V.; Coelho, F. Beilstein Arch. 2024, 20241. doi:10.3762/bxiv.2024.1.v1
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