It was shown that the interaction of N 2-(cyanomethyl)-β-carbolinium bromide with o-hydroxybenzaldehydes in the presence of ammonium acetate upon refluxing in ethanol proceeded as a domino reaction and led to the formation of chromenoimidazocarbolines.
Similar content being viewed by others
References
(a) Zhang, X.-F.; Sun, R.-Q.; Jia, Y.-F.; Chen, Q.; Tu, R.-F.; Li, K.-K.; Zhang, X.-D.; Du, R.-L.; Cao, R.-H. Sci. Rep. 2016, 6, 33204. (b) Xu, Q.-B.; Chen, X.-F.; Feng, J.; Miao, J.-F.; Liu, J.; Liu, F.-T.; Niu, B.-X.; Cai, J.-Y.; Huang, C.; Zhang, Y.; Ling, Y. Sci. Rep. 2016, 6, 36238. (c) Du, H.; Gu, H.; Li, N.; Wang, J. Med. Chem. Commun. 2016, 7, 636. (d) Salehi, P.; Babanezhad-Harikandei, K.; Bararjanian, M.; Al-Harrasi, A.; Esmaeili, M.-A.; Aliahmadi, A. Med. Chem. Res. 2016, 25, 1895. (e) Shankaraiah, N.; Jadala, C.; Nekkanti, S.; Senwar, K. R.; Nagesh, N.; Shrivastava, S.; Naidu, V. G. M.; Sathish, M.; Kamal, A. Bioorg. Chem. 2016, 64, 42.
Lima, C. F.; Costa, M.; Proença, M. F.; Pereira-Wilson, C. Eur. J. Pharm. Sci. 2015, 72, 34.
(a) Beryozkina, T. V.; Kolos, N. N.; Bakulev, V. A. Chem. Heterocycl. Compd. 2016, 52, 651. [Khim. Geterotsikl. Soedin. 2016, 52, 651.] (b) Bharate, J. B.; Vishwakarma, R. A.; Bharate, S. B. RSC Adv. 2015, 5, 42020. (c) Sharma, U. K.; Sharma, N.; Vachhani, D.; van der Eycken, E. V. Chem. Soc. Rev. 2015, 44, 1836.
Anastas, P. T.; Warner, J. C. Green Chemistry: Theory and Practice; Oxford University Press: New York, 1998, p. 30.
Voskressensky, L. G.; Festa, A. A.; Sokolova, E. A.; Varlamov, A. V. Tetrahedron 2012, 68, 5498.
Voskressensky, L. G.; Sokolova, E. A.; Festa, A. A.; Khrustalev, V. N.; Tuyen, N. V.; Anh, L. T.; Varlamov, A. V. Chem. Heterocycl. Compd. 2013, 49, 484. [Khim. Geterotsikl. Soedin. 2013, 519.]
Voskressensky, L. G.; Festa, A. A.; Sokolova, E. A.; Khrustalev, V. N.; Varlamov, A. V. Eur. J. Org. Chem. 2012, 31, 6124.
Voskressensky, L. G.; Storozhenko, O. A.; Festa, A. A.; Khrustalev, V. N.; Dang, T. T. A.; Nguyen, V. T.; Varlamov, A. V. Tetrahedron Lett. 2015, 56, 6475.
Kolundžić, F.; Murali, A.; Pérez-Galán, P.; Bauer, J. O.; Strohmann, C.; Kumar, K.; Waldmann, H. Angew. Chem., Int. Ed. 2014, 53, 8122.
(a) Proença, M. F.; Costa, M. Tetrahedron 2010, 66, 4542. (b) Voskressensky, L. G.; Festa, A. A.; Storozhenko, O. A.; Le, A. T.; Nguyen, V. T.; Varlamov, A. V. RSC Adv. 2015, 5, 12442.
Proença, F.; Costa, M. Tetrahedron 2011, 67, 1071.
Costa, M.; Proença, M. F. Tetrahedron 2011, 67, 8622.
This work was performed with financial support from the Ministry of Education and Science of the Russian Federation (the program to improve the competitiveness of People's Friendship University of Russia among the world's leading research and education centers in 2016–2020), Russian Foundation for Basic Research (grant 16-53-540004 Viet_a), and Vietnam National Foundation for Science and Technology Development (NAFOSTED).
Author information
Authors and Affiliations
Corresponding author
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2017, 53(5), 501–503
Rights and permissions
About this article
Cite this article
Voskressensky, L.G., Dao, N.T., Li, T.A. et al. Synthesis of chromenoimidazocarbolines by a reaction of quaternary iminium salts with o-hydroxybenzaldehydes. Chem Heterocycl Comp 53, 501–503 (2017). https://doi.org/10.1007/s10593-017-2083-z
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10593-017-2083-z