Email this article Synthesis of Functionalized Spiro[1-benzofuran-2,5'-pyrimidine] Derivatives on the Base of 5-Arylidenebarbituric Acids
- Authors: Andin A.N.1, Engelgardt M.A.1
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Affiliations:
- FSAEI HE “Far Eastern Federal University”
- Issue: Vol 60, No 11 (2024)
- Pages: 1120-1124
- Section: Articles
- URL: https://journals.rcsi.science/0514-7492/article/view/284002
- DOI: https://doi.org/10.31857/S0514749224110045
- EDN: https://elibrary.ru/QHURWK
- ID: 284002
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Abstract
Adducts of dimedone and 5-arylidenebarbituric acids react with N-bromosuccinimide in aqueous ethanol to give functionalized spiro[1-benzofuran-2,5'-pyrimidine] derivatives with moderate yields. The interaction of 5-benzylidenebarbituric acid with ethyl acetoacetate in the presence of N-bromosuccinimide leads to spiro[pyrimidine-5,6'-furo[2,3-d]pyrimidine] derivative.
About the authors
A. N. Andin
FSAEI HE “Far Eastern Federal University”
Author for correspondence.
Email: andin.an@dvfu.ru
ORCID iD: 0009-0004-5274-0980
Russian Federation, Universitetskii pr. L, Russky Island, Vladivostok, 690922
M. A. Engelgardt
FSAEI HE “Far Eastern Federal University”
Email: andin.an@dvfu.ru
Russian Federation, Universitetskii pr. L, Russky Island, Vladivostok, 690922
References
- Urzúa A., Echeverría J., Rezende M.C., Wilkens M. Molecules. 2008, 13, 2385–2393. doi: 10.3390/molecules13102385
- Witiak D.T., Cavestri R.C., Newman H.A., Baldwin J.R., Sober C.L., Feller D.R. J. Med. Chem. 1978, 21, 1198–1202. doi: 10.1021/jm00210a005
- Cao W., Chen G., Chen J., Chen R. Synth.Commun. 2005, 35, 527–533. doi: 10.1081/SCC-200049776
- Yang Z., Fan M., Liu W., Liang Y. Synthesis. 2005, 2188–2192. doi: 10.1055/s-2005-869956
- Chuang C.-P., Tsai A.-I. Synthesis. 2006, 675–679. doi: 10.1055/s-2006-926300
- Wang Q.-F., Hou H., Hui L., Yan C.-G. J. Org. Chem. 2009, 74, 7403–7406. doi: 10.1021/jo901379h
- Maiti S., Perumal P.T., Menendez J.C. Tetrahedron. 2010, 66, 9512–9518. doi: 10.1016/j.tet.2010.10.017
- Sahu D.P., Giri S.K., Varshney V., Kumar S. Synth. Commun. 2009, 39, 3406–3419. doi: 10.1080/00397910902763938
- Elinson M.N., Vereshchagin A.N., Stepanov N.O., Belyakov P.A., Nikishin G.I. Tetrahedron Lett. 2010, 51, 6598–6601. doi: 10.1016/j.tetlet.2010.10.041
- Vereshchagin A.N., Elinson M.N., Dorofeeva E.O., Zaimovskaya T.A., Stepanov N.O., Gorbunov S.V., Belyakov P.A., Nikishin G.I. Tetrahedron. 2012, 68, 1198–1206. doi: 10.1016/j.tet.2011.11.057
- Рыжков Ф.В., Элинсон М.Н., Рыжкова Ю.Е., Верещагин А.Н., Фахрутдинов А.Н., Егоров М.П. ХГС. 2021, 57, 672–678. [Ryzhkov F.V., Elinson M.N., Ryzhkova Yu.E., Vereshchagin A.N., Fakhrutdinov A.N., Egorov M.P. Chem. Heterocycl. Compd. 2021, 57, 672–678.] doi: 10.1007/s10593-021-02966-8
- Jalilzadeh M., Noroozi Pesyan N. Bull. Korean Chem. Soc. 2011, 32, 3382–3388. doi: 10.5012/bkcs.2011.32.9.3382
- Noroozi Pesyan N., Shokr A., Gharib A., Tunç T., Sahin E. J. Chinese Chem. Soc. 2015, 62, 234–242. doi: 10.1002/jccs.201400224
- Ahadi S., Abaszadeh M., Bazgir A. Mol. Divers. 2012, 16, 299–306. doi: 10.1007/s11030-012-9363-4
- Ahadi S., Mirzaei P., Bazgir A. Combin. Chem. High Throughput Screen. 2013, 16, 435–440. doi: 10.2174/1386207311316060003
- Yao C., Wang Y., Li T., Yu C., Li L., Wang C. Tetrahedron. 2013, 69, 10593–10597. doi: 10.1016/j.tet.2013.10.056
- Teimouri M.B., Akbari-Moghaddam P., Motaghinezhad M. Tetrahedron. 2013, 69, 6804–6809. doi: 10.1016/j.tet.2013.06.030
- Chen W., Li M., Wang H., Zhu Y. Synlett. 2019, 30, 1565–1572. doi: 10.1055/s-0039-1690098
- Yan X., Shao P., Song X., Zhang C., Lu C., Liu S., Li Y. Org. Biomol. Chem. 2019, 17, 2684–2690. doi: 10.1039/c9ob00004f
- Yokote S., Nishikawa S., Shibuya K., Hisano K., Nishino H. Tetrahedron. 2020, 76, art. № 131165. doi: 10.1016/j.tet.2020.131165
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