One-pot facile and mild construction of densely functionalized pyrimidines in water via consecutive C-C and C-S bonds formation

Fused pyrimidines composed of alternating heteroatoms and a pyrimidine moiety were synthesized efficiently using readily available starting material 4-hydroxycoumarin, aromatic aldehydes, and urea/thiourea at room temperature. Acid, metal salts, and surfactants were screened for their influence on c...

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Bibliographic Details
Published in:RSC advances 2018-01, Vol.8 (59), p.33952-33959
Main Authors: Sahu, Pramod K, Sahu, Praveen K, Kaurav, Manvendra S, Messali, Mouslim, Almutairi, Saud M, Sahu, Puran L, Agarwal, Dau D
Format: Article
Language:English
Subjects:
Aldehydes
Catalysis
Catalysts
Catalytic activity
Chemistry
Pyrimidines
Sodium dodecyl sulfate
Solvents
Surfactants
Synthesis
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Summary:Fused pyrimidines composed of alternating heteroatoms and a pyrimidine moiety were synthesized efficiently using readily available starting material 4-hydroxycoumarin, aromatic aldehydes, and urea/thiourea at room temperature. Acid, metal salts, and surfactants were screened for their influence on catalytic activity in three-component reactions and sodium lauryl sulphate (SLS) was used as the best catalyst with different concentrations. Screening results of catalyst loading from our investigation showed that good to excellent yields were obtained with 10 mol%. Our method efficiently synthesized heterocycles and avoided the use of hazardous solvents and conventional organic solvents. Our procedure which involves a surfactant is operationally simple, environmentally benign, has excellent yields, short reaction times, and synthetically is as efficient as conventional procedures using organic solvents.
ISSN:2046-2069
2046-2069
DOI:10.1039/C8RA04363A