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Chapter 2
Synthesis of substituted pyrimidines via Wittig
2.6 Current research work
As described in earlier, the chemistry of pyrimidines is one of the most widely
studied subjects because of the occurrence of such heterocycles in biologically
relevant systems such as nucleic acids, cofactors, various toxins, and other products.
Pyrimidine derivatives are biologically interesting molecules that have established
utility for the treatment of Alzheimer’s disease and proliferative disorders; they are
also capable of showing antiviral activity, anti-HIV agents, anti hypertensive agents,
antimicrobial agents and fungicide. The witting product of pyrimidine derivatives
such as rosuvastatin and its salt, which are HMG-CoA reductase inhibitor and useful
in treatment of hypercholesteromia, hyperlipoproteinemia and atherosclerosis.
The Wittig olefination reaction is regarded as one of the most strategic, widely
applicable carbon–carbon double bond-forming processes available in organic
synthesis. This reliable reaction allows for olefination with complete positional
selectivity, predictable chemoselectivity and may be conducted in many cases with
reliable and high stereocontrol.
Nowadays, a great deal of effort has been focused on the field of green
chemistry in adopting methods and processes. As a part of this “green” concept, toxic
and/or flammable organic solvents are replaced by alternative non-toxic and
nonflammable media. In this context, many efforts have been made to use aqueous
media. Among alternative green solvents, water has been the solvent of choice for a
variety of transformations.
During the course of our ongoing interest on the synthesis various
heterocycles and development of useful synthetic methodology, we have developed a
small library of pyrimidines via Wittig reaction using sodium tripolyphosphate as
base in aqueous media. The newly synthesized compounds were characterized by IR,
Mass, 1 H NMR, 13 C NMR spectroscopy and elemental analysis. All the newly
synthesized compounds were evaluated for their antimicrobial activity.
Department of Chemistry, Saurashtra university, Rajkot-360005 56