Abstract
The reaction of ethyl 3-aryl-2-cyanoprop-2-enoates with N1,N3-bis(2-methoxyphenyl)propanediamide afforded previously unknown products of intramolecular heterocyclization of the primary Michael adducts, ethyl 4-aryl-2-imino-1-(2-methoxyphenyl)-5-[(2-methoxyphenyl)carbamoyl]-6-oxopiperidine-3-carboxylates, in 73–90% yields. The product structure was determined by IR and NMR (1H, 13C) spectroscopy.
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1134%2FS1070428024040250/MediaObjects/11178_2024_4207_Sch1_HTML.png)
REFERENCES
Pulatova, N.U. and Maksumova, O.S., Universum: Khim. Biol., 2021, no. 6 (84), p. 5. https://doi.org/10.32743/UniChem.2021.84.6.11853
Vasilyuk, A.A. and Kozlovskii, V.I., Vestn. Vitebsk. Gos. Med. Univ., 2021, vol. 20, no. 2, p. 8. https://doi.org/10.22263/2312-4156.2021.2.8
D’yachenko, V.D., Tkachev, R.P., and Bityukova, O.S., Russ. J. Org. Chem., 2008, vol. 44, no. 11, p. 1591. https://doi.org/10.1134/S1070428008110018
Bertuzzi, G., Silvestrini, F., Moimare, P., Pecorari, D., Mazzanti, A., Bernardi, L., and Fochi, M., Adv. Synth. Catal., 2020, vol. 362, no. 5, p. 1167. https://doi.org/10.1002/adsc.201901500
D’yachenko, V.D. and Tkachev, R.P., Russ. J. Org. Chem., 2006, vol. 42, no. 2, p. 167. https://doi.org/10.1134/S1070428002120011
Tkachev, R.P., Bityukova, O.S., D’yachenko, V.D., Tkacheva, V.P., and D’yachenko, A.D., Russ. J. Gen. Chem., 2007, vol. 77, no. 1, p. 125. https://doi.org/10.1134/S1070363207010161
Vereshchagin, A.N., Karpenko, K.A., Elinson, M.N., Goloveshkin, A.S., Ushakov, I.E., and Egorov, M.P., Res. Chem. Intermed., 2018, vol. 44, p. 5623. https://doi.org/10.1007/s11164-018-3444-7
Sargsyan, M.S., Aiotsyan, S.S., Khachatryan, A.Kh., Badasyan, A.E., and Kon’kova, S.G., Russ. J. Gen. Chem., 2013, vol. 83, no. 7, p. 1217. https://doi.org/10.1134/s107036321307030x
Sargsyan, M.S., Avagyan, K.A., Sargsyan, A.A., Badasyan, A.E., Khachatryan, A.Kh., Aivazyan, A.G., Balyan, A.A., Kon’kova, S.G., and Aiotsyan, S.S., Chem. J. Arm., 2019, vol. 72, no. 3, p. 304.
Avagyan, K.A., Sargsyan, M.S., Badasyan, A.E., Sargsyan, A.A., Manukyan, A.G., Panosyan, G.A., Aivazyan, A.G., and Khachatryan, A.Kh., Russ. J. Gen. Chem., 2023, vol. 93, no. 4, p. 787. https://doi.org/10.1134/S1070363223040035
Krauze, A. and Duburs, G., Chem. Heterocycl. Compd., 1999, vol. 35, no. 4, p. 446. https://doi.org/10.1007/BF02319332
Funding
This work was supported by ongoing institutional funding. No additional grants to carry out or direct this particular research were obtained.
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
The authors declare that they have no conflicts of interest.
Additional information
Publisher's Note. Pleiades Publishing remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.
Rights and permissions
About this article
Cite this article
Khachatryan, A.K., Avagyan, K.A., Sargsyan, A.A. et al. Synthesis of Ethyl 4-Aryl-2-imino-1-(2-methoxyphenyl)-5-[(2-methoxyphenyl)carbamoyl]-6-oxopiperidine-3-carboxylates. Russ J Org Chem 60, 743–746 (2024). https://doi.org/10.1134/S1070428024040250
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070428024040250