Abstract
Thermally induced [4 + 2]-cycloaddition of 3-aroylpyrrolo[1,2-a]quinoxaline-1,2,4(5H)-triones with alkyl vinyl ethers afforded mixtures of diastereoisomeric (5S*,6aR*)- and (5R*,6aR*)-5-alkoxy-3-aryl-5,6-dihydropyrano[ 4′,3′: 2,3]pyrrolo[1,2-a]quinoxaline-1,2,7(8H)-triones.
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Pereira, J.A., Pessoa, A.M., Cordeiro, M.N., Fernandes, R., Prudêncio, C., Noronha, J.P., and Vieira, M., Eur. J. Med. Chem., 2015, vol. 97, p. 664.
González, M. and Cerecetto, H., Expert Opin. Ther. Pat., 2012, vol. 22, p. 1289.
Tsuda, Y. and Sano, T., The Alkaloids: Chemistry and Pharmacology, Cordell, G.A., Ed., San Diego: Academic, 1996, vol. 48, p. 249.
Parsons, A.F. and Palframan, M.J., The Alkaloids: Chemistry and Biology, Cordell, G.A., Ed., Amsterdam: Elsevier, 2010, vol. 68, p. 39.
Amagata, T., Doi, M., Tohgo, M., Minoura, K., and Numata, A., Chem. Commun., 1999, p. 1321.
Miyata, Y., Diyabalanage, T., Amsler, C.D., McClintock, J.B., Valeriote, F.A., and Baker, B.J., J. Nat. Prod., 2007, vol. 70, p. 1859.
Stepanova, E.E., Aliev, Z.G., and Maslivets, A.N., Russ. J. Org. Chem., 2013, vol. 49, p. 1762.
Stepanova, E.E. and Maslivets, A.N., Russ. J. Org. Chem., 2016, vol. 52, p. 879.
Stepanova, E.E., Dmitriev, M.V., Slepukhin, P.A., and Maslivets, A.N., Russ. J. Org. Chem., 2017, vol. 53, p. 74.
Stepanova, E.E. and Maslivets, A.N., Russ. J. Org. Chem., 2015, vol. 51, p. 1052.
CrysAlisPro, Version 1.171.37.33 (release 27-03-2014 CrysAlis171.NET), Agilent Technologies.
Palatinus, L. and Chapuis, G., J. Appl. Crystallogr., 2007, vol. 40, p. 786.
Sheldrick, G.M., Acta Crystallogr., Sect. C, 2015, vol. 71, p. 3.
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J., Howard, J.A.K., and Puschmann, H., J. Appl. Crystallogr., 2009, vol. 42, p. 339.
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Original Russian Text © S.O. Kasatkina, M.S. Titov, E.E. Stepanova, M.V. Dmitriev, A.N. Maslivets, 2018, published in Zhurnal Organicheskoi Khimii, 2018, Vol. 54, No. 4, pp. 624–629.
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Kasatkina, S.O., Titov, M.S., Stepanova, E.E. et al. Synthesis of Pyrano[4′,3′:2,3]pyrrolo[1,2-a]quinoxalines by Reaction of Aroylpyrroloquinoxalines with Alkyl Vinyl Ethers. Russ J Org Chem 54, 626–632 (2018). https://doi.org/10.1134/S1070428018040188
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DOI: https://doi.org/10.1134/S1070428018040188