Study of reaction of ( E )-(3-aryl-3-oxoprop-1-en-1-yl)triphenylphosphonium bromides with 2-aminopyridine

R. J. Khachikyan; Хачикян Рая Джаановна; K. K. Harutyunyan; Арутюнян Карина Кароевна; A. G. Ayvazyan; Айвазян Армен Григорьевич; Z. G. Hovakimyan; Овакимян Заруи Грантовна

doi:10.31857/S0514749225020109

Study of reaction of (E)-(3-aryl-3-oxoprop-1-en-1-yl)triphenylphosphonium bromides with 2-aminopyridine

Authors: Khachikyan R.J.¹, Harutyunyan K.K.¹, Ayvazyan A.G.¹, Hovakimyan Z.G.¹
Affiliations:
1. Institute of Organic Chemistry, Scientific and Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia
Issue: Vol 61, No 2 (2025)
Pages: 197-202
Section: Articles
URL: https://hum-ecol.ru/0514-7492/article/view/684333
DOI: https://doi.org/10.31857/S0514749225020109
EDN: https://elibrary.ru/DHFDTU
ID: 684333

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Abstract
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Abstract

(E)-(3-Aryl-3-oxoprop-1-en-1-yl)triphenylphosphoniumbromides react with 2-aminopyridine to form [(2-aryl-3-imidazo-[1,2-α-]pyridin-3-yl)methyl]triphenylphosphoniumbromides. An alternative scheme of the reactions is proposed, including an initial attack of the nucleophile on the carbonyl group.

Keywords

2-aminopyridine, β-aroylvinyltriphenylphosphoniumbromide, biological activity, heterocyclization, nucleophile

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About the authors

R. J. Khachikyan

Institute of Organic Chemistry, Scientific and Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia

Author for correspondence.
Email: khachikyanraya@gmail.com
ORCID iD: 0009-0006-2014-7861
Armenia, prosp. Azatutyan, 26, Yerevan, 0014

K. K. Harutyunyan

Institute of Organic Chemistry, Scientific and Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia

Email: khachikyanraya@gmail.com
ORCID iD: 0000-0002-3274-1239
Armenia, prosp. Azatutyan, 26, Yerevan, 0014

A. G. Ayvazyan

Institute of Organic Chemistry, Scientific and Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia

Email: khachikyanraya@gmail.com
ORCID iD: 0000-0002-3224-0549
Armenia, prosp. Azatutyan, 26, Yerevan, 0014

Z. G. Hovakimyan

Institute of Organic Chemistry, Scientific and Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia

Email: khachikyanraya@gmail.com
ORCID iD: 0009-0000-1604-5834
Russian Federation, prosp. Azatutyan, 26, Yerevan, 0014

References

Хачикян Р.Дж., Овакимян З.Г., Паносян Г.А., Тамазян Р.А., Айвазян А.Г. ЖОХ, 2017, 87, 1110–1116. doi: 10.1134/S1070363217070 106
Хачикян Р.Дж., Овакимян З.Г., Карамян Э.О., Паносян Г.А. ЖОХ, 2019, 89, 218–222. doi: 10.1134/S1070363219020087
Zbiral E. Tetrahedron Lett., 1970, 58, 5107–5110. doi: 10.1016/S0040-4039(00)96998-3
Roth M., Dubs P., Gotschi E., Eschenmoser A. Helv. Chim. Acta., 1971, 54, 710–734. doi: 10.1002/hlca.19710540229
Хачикян Р.Дж., Овакимян З.Г., Карамян Э.О., Балян А.А., Паносян Г.А. Хим. ж. Армении, 2021, 74, 154–160.
Zbiral E., Bauer E. Tetrahedron, 1972, 28, 4189–4196. doi: 10.1016/S0040-4020(01)93649-x
Zbiral E., Drescher M. Syntesis, 1988, 9, 735–739. doi: 10.1055/S-1988-27693
Мегера И.В., Лебедев Л.Б., Шевчук М.И. ЖОХ, 1981, 51, 54–57.
Townsend L.B. and. Shram K.H. Tetrahedron Lett., 1974, 1345–1348. doi: 10.1016/S0040-4039(01)82484-9
Hugl E., Schulz G. and Zbiral E. Liebigs Ann. Chem, 1973, 278–289. doi: 10.1002/jlac.197319730216
Хачикян Р.Дж., Овакимян З.Г., Паносян Г.А., Тамазян Р.А., Айвазян А.Г. ЖОХ, 2014, 84, 453–456. doi: 10.1134/S1070363214030177
North A.C.T., Phillips D.C., Mathews F.S. Acta Crystallogr. (A), 1968, 24, 351–359. doi: 10.1107/S0567739468000707
Sheldrick G.M. Acta Crystallogr., 2015, 71, 3–8. doi: 10.1107/S2053229614024218