Abstract
An efficient procedure has been developed for the synthesis of N-substituted tetra(hexa)oxazaspiroalkanes by reaction of heptaoxadispiroalkanes and pentaoxaspiroalkanes with amino acids (glycine, alanine, leucine, valine, methionine) in the presence of samarium-containing catalysts.
Similar content being viewed by others
REFERENCES
Makhmudiyarova, N.N., Khatmullina, G.M., Rakhimov, R.Sh., Meshcheryakova, E.S., Ibragimov, A.G., and Dzhemilev, U.M., Tetrahedron, 2016, vol. 72, p. 3277. https://doi.org/10.1016/j.tet.2016.04.055
Tyumkina, T.V., Makhmudiyarova, N.N., Kiyamutdinova, G.M., Meshcheryakova, E.S., Bikmukhametov, K.Sh., Abdullin, M.F., Khalilov, L.M., Ibragimov, A.G., and Dzhemilev, U.M., Tetrahedron, 2018, vol. 74, p. 1749. https://doi.org/10.1016/j.tet.2018.01.045
Makhmudiyarova, N.N., Rakhimov, R.Sh., Tyumkina, T.V., Meshcheryakova, E.S., Ibragimov, A.G., and Dzhemilev, U.M., Russ. J. Org. Chem., 2019, vol. 55, p. 620. https://doi.org/10.1134/S1070428019050075
Makhmudiyarova, N.N., Ishmukhametova, I.R., Tyumkina, T.V., Ibragimov, A.G., and Dzhemilev, U.M., Tetrahedron Lett., 2018, vol. 59, p. 3161. https://doi.org/10.1016/j.tetlet.2018.07.010
Makhmudiyarova, N.N., Ishmukhametova, I.R., Dzhemileva, L.U., Tyumkina, T.V., D’yakonov, V.A., Ibragimov, A.G., and Dzhemilev, U.M., RSC Adv., 2019, vol. 9, p. 18923. https://doi.org/10.1039/C9RA02950H
Makhmudiyarova, N.N., Koroleva, L.S., Meshcheryakova, E.S., and Ibragimov, A.G., Russ. J. Org. Chem., 2020, vol. 56, p. 378. https://doi.org/10.31857/S0514749220030027
Makhmudiyarova, N.N., Shangaraev, K.R., Dzhemileva, L.U., Tuymkina, T.V., Mescheryakova, E.S., D’yakonov, V.A., Ibragimov, A.G., and Dzhemilev, U.M., RSC Adv., 2019, vol. 9, p. 29949. https://doi.org/10.1039/c9ra06372b
Cremer, D. and Pople, J.A., J. Am. Chem. Soc., 1975, vol. 97, p. 1354. https://doi.org/10.1021/ja00839a011
Makhmudiyarova, N.N., Khatmullina, G.M., Rakhimov, R.Sh., Ibragimov, A.G., and Dzhemilev, U.M., Arkivoc, 2016, vol. 2016, part (v), p. 427. https://doi.org/10.24820/ark.5550190.p009.565
CrysAlis PRO, Yarnton, Oxfordshire, England: Agilent Tecnologies, 2012.
Sheldrick, G.M., Acta Crystallogr., Sect. A, 2015, vol. 71, p. 3. https://doi.org/10.1107/S2053273314026370
Sheldrick, G.M., Acta Crystallogr., Sect. C, 2015, vol. 71, p. 3. https://doi.org/10.1107/S2053229614024218
ACKNOWLEDGMENTS
Structural studies were carried out at the Agidel joint center, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences.
Funding
This study was performed under financial support by the Russian Foundation for Basic Research (project no. 20-30-90002).
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
The authors declare the absence of conflict of interest.
Rights and permissions
About this article
Cite this article
Makhmudiyarova, N.N., Ishmukhametova, I.R., Shangaraev, K.R. et al. Synthesis of N-Substituted Tetra(hexa)oxazaspiroalkanes Using Amino Acids and Samarium Catalysts. Russ J Org Chem 57, 64–70 (2021). https://doi.org/10.1134/S1070428021010097
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070428021010097