An expedient cyclization of polyfunctional (aryl)(pyrimidinyl)(pyranyl)methanes into spiro[furo[3,2-c]pyran-2,5’-pyrimidine] scaffold

An expedient cyclization of polyfunctional (aryl)(pyrimidinyl)(pyranyl)methanes into spiro[furo[3,2-c]pyran-2,5’-pyrimidine] scaffold Full article

Journal

Mendeleev Communications
ISSN: 1364-551X , E-ISSN: 0959-9436

Output data

Year: 2023, Volume: 33, Number: 4, Pages: 448-450 Pages count : 3 DOI: 10.1016/j.mencom.2023.06.002

Authors

Elinson Michail N. ¹ , Vereshchagin Anatoly N. ² , Ryzhkova Yuliya E. ¹ , Karpenko Kirill A. ¹ , Kalashnikova Varvara M. ^2,1 , Egorov Mikhail P. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation
2	D. I. Mendeleev University of Chemical Technology of Russia, 125047 Moscow, Russian Federation

Spirocyclization of morpholinium 3-[(aryl)(1,3-dimethyl-2,4,6-trioxohexahydropyrimidin-5-yl)methyl]-6-methyl-2-oxo-2H-pyran-4-olate by the action of sodium acetate-N-bromosuccinimide system in ethanol at room temperature results in spiro[furo[3,2-c]pyran-2,5’-pyrimidine] derivatives in 92–98% yields, the protocol allowing to avoid column chromatography purification. This new highly efficient and facile procedure is a convenient way to substituted unsymmetrical spiro scaffold containing pyrimidine-2,4,6-trione and 2,3-dihydro-4H-furo[3,2-c]pyran-4-one fragments promising for biomedical applications.

Elinson M.N. , Vereshchagin A.N. , Ryzhkova Y.E. , Karpenko K.A. , Kalashnikova V.M. , Egorov M.P.
An expedient cyclization of polyfunctional (aryl)(pyrimidinyl)(pyranyl)methanes into spiro[furo[3,2-c]pyran-2,5’-pyrimidine] scaffold
Mendeleev Communications. 2023. V.33. N4. P.448-450. DOI: 10.1016/j.mencom.2023.06.002 WOS Scopus OpenAlex

≡ Web of science:	WOS:001044347500001
≡ Scopus:	2-s2.0-85166535747
≡ OpenAlex:	W4384521220