Synthesis of ethyl-4-aryl-2-imino-1-(2-methoxyphenyl)-5-(2-methoxyphenylcarbamoyl)-6-oxopiperidine-3-carboxylates

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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.

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About the authors

A. Kh. Khachatryan

Scientific Technological Centre of Organic and Pharmaceutical Chemistry NAS RA; Crisis Management State Academy, MIA RA

Author for correspondence.
Email: khachatryan-ax@mail.ru
ORCID iD: 0000-0003-1210-9903
Armenia, prosp. Azatutyan, 26, Yerevan, 0014; ul. Acharyana, 1, Yerevan, 0040

K. A. Avagyan

Scientific Technological Centre of Organic and Pharmaceutical Chemistry NAS RA

Email: khachatryan-ax@mail.ru
ORCID iD: 0000-0002-5370-041X
Armenia, prosp. Azatutyan, 26, Yerevan, 0014

A. A. Sargsyan

Scientific Technological Centre of Organic and Pharmaceutical Chemistry NAS RA

Email: khachatryan-ax@mail.ru
ORCID iD: 0000-0002-0303-0710
Armenia, prosp. Azatutyan, 26, Yerevan, 0014

A. E. Badasyan

Scientific Technological Centre of Organic and Pharmaceutical Chemistry NAS RA

Email: khachatryan-ax@mail.ru
ORCID iD: 0000-0003-3574-5443
Armenia, prosp. Azatutyan, 26, Yerevan, 0014

References

  1. Пулатова Н.У., Максумова О. С. Universum: химия и биология. 2021, 6, 5–8. doi: 10.32743/UniChem.2021.84.6.11853
  2. Василюк А.А., Козловский В. И. Вестник ВГМУ. 2021, 20, 8–17. doi: 10.22263/2312–4156.2021.2.8
  3. Дьяченко В.Д., Ткачев Р. П., Битюкова О. С. ЖОрХ. 2008, 44, 1591–1604. [Dyachenko V.D., Tkachiov R.P., Bityukova O.S. Russ. J. Org. Chem. 2008, 44, 1565.] doi 10.1134 /S1070428008110018
  4. Bertuzzi G., Silvestrini F., Moimare P., Pecorari D., Mazzanti A., Bernardi L., Fochi M. Advanced Synthesis Catal. 2020, 362, 1167–1175. doi. 10.1002/adsc.201901500
  5. Дьяченко В.Д., Ткачев Р. П. ЖОрХ. 2006, 42, 167–188. [Dyachenko V.D., Tkachev R.P. Russ. J. Org. Chem. 2006, 42, 149.] doi: 10.1134/S1070428002120011
  6. Ткачев Р.П., Битюкова О. С., Дьяченко В. Д., Ткачева В. П., Дьяченко А. Д. ЖОХ. 2007, 77, 125–132. [Tkachev R.P., Bityukova O.S., Dyachenko V.D., Tkacheva V.P., Dyachenko A.D. Russ. J. Gen. Chem. 2007, 77, 116.] doi 10.1134 /S1070363207010161
  7. Vereshchagin A.N., Karpenko K. A., Elinson M. N., Goloveshkin A. S., Ushakov I. E., Egorov M. P. Res. Chem. Intermed. 2018, 44, 5623–5634. doi: 10.1007/s11164–018–3444–7
  8. Саргсян М.С., Айоцян С. С., Хачатрян А. Х., Бадасян А. Э., Конькова С. Г. ЖОХ. 2013, 83, 1217–1218. [Sargsyan M.S., Hayotsyan S.S., Khachatryan A.Kh., Badasyan A.E., Kon’kova S.G. Russ. J. Gen. Chem. 2013, 83, 1463.] doi: 10.1134/s107036321307030x
  9. Саргсян М.С., Авагян К. А., Саргсян А. А., Бадасян А. Э., Хачатрян А. Х., Айвазян A. Г., Балян А. А., Конькова С. Г., Айоцян С. С. Хим. ж. Армении 2019, 72, 304–312.
  10. Авагян К.А., Саргсян М.С, Бадасян А. Э., Саргсян А. А., Манукян А. Г., Паносян Г. А., Айвазян А. Г., Хачатрян А. Х. ЖОХ. 2023, 93, 516–524. [Avagyan K.A., Sargsyan M.S., Badasyan A.E., Sargsyan A.A., Manukyan A.G., Panosyan H.A., Ayvazyan A.G., Khachatryan A.Кh. Russ. J. Gen. Chem. 2023, 93, 4, 787.] doi: 10.31857/S0044460X23040030
  11. Краузе А., Дубур Г. ХГС. 1999, 35, 506–509. doi 10. 1007/BF02319332 [Krauze A., Duburs G. Chem. Heterocycl. Compd. 1999, 35, 446.]

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