Vanillic aldehydes for the one-pot synthesis of novel 2-oxo-1,2,3,4-tetrahydropyrimidines

Molecular Diversity
Jovana MuškinjaZorica Bugarčić

Abstract

A small library of novel 2-oxo-1,2,3,4-tetrahydropyrimidines was synthesized via a one-pot multicomponent Biginelli reaction. Copper complex [Formula: see text] which was used for the first time as a homogeneous and heterogeneous catalyst, makes this a facile and efficient reaction at room temperature. All the obtained products fall out of the solution in pure form and are easily isolated via filtration in good-to-excellent yields. The molecular structure of one of the products, ethyl 6-methyl-2-oxo-4-(4[Formula: see text]-isopropoxy-3[Formula: see text]-methoxyphenyl) - 1,2,3,4 - tetrahydropyrimidine-5- carboxylate, has been determined by X-ray crystallography. All non-hydrogen atoms in the heterocyclic, six-membered ring are determined to be approximately coplanar.

References

Mar 15, 2001·European Journal of Medicinal Chemistry·C O Kappe
Nov 26, 2004·Journal of the American Chemical Society·Kenichiro ItamiJun-ichi Yoshida
Feb 26, 2005·The Journal of Organic Chemistry·Fu-An KangWilliam V Murray
Dec 25, 2007·Acta Crystallographica. Section A, Foundations of Crystallography·George M Sheldrick
Feb 19, 2009·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Chen-Jiang Liu, Ji-De Wang
Aug 23, 2012·PloS One·Manika DewanSubho Mozumdar

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Citations

Oct 7, 2016·Dalton Transactions : an International Journal of Inorganic Chemistry·Nenad JoksimovićNenad Janković

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