C(2)-Functionalization of pyrimidin-4(3H)-one derivatives in the synthesis of its biologically active derivatives

Новаков, И. А.; Navrotskii, M. B.; Zakharova, E. K.; Brunilina, L. L.

doi:10.1007/s11172-015-1190-1

Cited by 5 publications

(1 citation statement)

References 124 publications

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“…Substituted and fused furans are one of the most important scaffolds in medicinal chemistry due to owning various biological activities including antimicrobial, antitumor, antiviral, antidepressant, and antihistaminic effects [1]. On the other hand, pyrimidines and fused pyrimidines represent an important class of heterocyclic compounds due to their biological activities [2][3][4][5][6][7]. Among the fused pyrimidines, the furopyrimidines attract the attention of the chemists due to possessing broad scope of pharmaceutical activities such as anticancer [8,9], antiviral [10,11], and antimicrobial [12] activities.…”

Section: Introductionmentioning

confidence: 99%

Enaminonitrile as Building Block in Heterocyclic Synthesis: Synthesis of Novel 4H-Furo[2,3-d][1,3]oxazin-4-one and Furo[2,3-d]pyrimidin-4(3H)-one Derivatives

El‐Shahawi

El‐Ziaty

2017

Journal of Chemistry

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2-Amino-4,5-diphenylfuran-3-carbonitrile 1 was utilized as building block for the construction of new furo[2,3-d]pyrimidin-4(3H)-one derivative 2 and 4H-furo[2,3-d][1,3]oxazin-4-one derivative 3 via treatment with acetic anhydride and benzoyl chloride, respectively. The 4H-furo[2,3-d][1,3]oxazin-4-one derivative 3 was transformed into novel furo[2,3-d]pyrimidin-4(3H)-ones 4–8, tetrazolylfuran derivative 10, and furo[3,2-d]imadazolone derivative 11 via reaction with various nitrogen nucleophiles. The structure features of the synthesized compounds were established from their spectral and elemental analyses.

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