Abstract
Reformatsky reaction of methyl 1-bromocyclopentanecarboxylate with 1-aryl-3-(2-hydroxyphenyl)-prop-2-en-1-ones afforded 6-substituted 4-(2-aryl-2-oxoethyl)-2H,4H-spiro[chromene-3,1′-cyclopentan]-2-ones. A probable reaction mechanism was proposed on the basis of DFT/TZVP quantum chemical calculations.
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Kirillov, N.F. and Gavrilov, A.G., Russ. J. Gen. Chem., 2008, vol. 78, p. 1422. doi https://doi.org/10.1134/S1070363208070244
Kirillov, N.F. and Gavrilov, A.G., Russ. J. Org. Chem., 2008, vol. 44, p. 963. doi https://doi.org/10.1134/S1070428008070051
Kirillov, N.F., Makhmudov, R.R., Gavrilov, A.G., Mardanova, L.G., and Vakhrin, M.I., Pharm. Chem. J., 2013, vol. 47, p. 40. doi https://doi.org/10.1007/s11094-013-0892-7
Yeap, G.Y., Feng, M.-C., Ng, A.-C., and Tiekink, E.R.T., Z. Kristallogr., 1996, vol. 211, p. 949. doi https://doi.org/10.1524/zkri.1996.211.12.949
CrysAlisPro, Version 1.171.37.33 (release 27-03-2014 CrysAlis171.NET), Agilent Technologies.
Sheldrick, G.M., Acta Crystallogr., Sect. A, 2008, vol. 64, p. 112. doi https://doi.org/10.1107/S0108767307043930
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Russian Text © The Author(s), 2019, published in Zhurnal Organicheskoi Khimii, 2019, Vol. 55, No. 3, pp. 395–401.
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Nikiforova, E.A., Baibarodskikh, D.V., Kirillov, N.F. et al. Reformatsky Reaction of Methyl 1-Bromocyclopentane-1-carboxylate with 1-Aryl-3-(2-hydroxyphenyl)prop-2-en-1-ones. Russ J Org Chem 55, 339–344 (2019). https://doi.org/10.1134/S1070428019030114
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DOI: https://doi.org/10.1134/S1070428019030114