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A simple and versatile protocol for the preparation of 1,3-functionalized heterocycles utilizing benzoylpyruvates

✍ Scribed by Jens M. J. Nolsöe; Anne Ertan; Mats Svensson; Dirk Weigelt


Publisher
Journal of Heterocyclic Chemistry
Year
2010
Tongue
English
Weight
406 KB
Volume
47
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

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Acid‐mediated condensation between benzoylpyruvates and various dinucleophiles in alcoholic solvent furnished the heterocyclic imprint in moderate to good yield. Combining a range of symmetric as well as nonsymmetric nitrogen/nitrogen or nitrogen/carbon centered dinucleophiles resulted in excellent regioselectivity. γ‐Difunctionalized fused pyrimidines, pyridazines, and pyridines were produced in this manner. The protocol was designed to obviate chromatographic purification. J. Heterocyclic Chem., (2010).


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