Эта публикация цитируется в
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Communications
An expedient cyclization of polyfunctional (aryl)(pyrimidinyl)(pyranyl)methanes into spiro[furo[3,2-c]pyran-2,5’-pyrimidine] scaffold
M. N. Elinsona,
A. N. Vereshchaginb,
Yu. E. Ryzhkovaa,
K. A. Karpenkoa,
V. M. Kalashnikovaab,
M. P. Egorova a N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
b D.Mendeleev University of Chemical Technology of Russia, Moscow, Russian Federation
Аннотация:
Spirocyclization of morpholinium 3-[(aryl)(1,3-dimethyl-2,4,6-trioxohexahydropyrimidin-5-yl)methyl]-6-methyl-2-oxo-2
H-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-4
H-furo[3,2-
c]pyran-4-one fragments promising for biomedical applications.
Ключевые слова:
cyclization, base-oxidant system, sodium acetate,
N-bromosuccinimide, morpholinium salts, furo[3,2-
c]pyrans, spiro[furo- [3,2-
c]pyran-2,5’-pyrimidine], pyranones, pyrimidine-2,4,6-triones.
Язык публикации: английский
DOI:
10.1016/j.mencom.2023.06.002