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Tetrahedron. 2013 Sep 9;69(36):7719-7731.

Condensation reactions of guanidines with bis-electrophiles: Formation of highly nitrogenous heterocycles.

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University of Pittsburgh, Center for Chemical Methodologies and Library Development, Pittsburgh, PA 15260, USA.


2-Amino-1,4-dihydropyrimidines were reacted with bis-electrophiles to produce novel fused bi-pyrimidine, pyrimido-aminotriazine, and pyrimido-sulfonamide scaffolds. In addition, a quinazoline library was constructed using a guanidine Atwal-Biginelli reaction with 1-(quinazolin-2-yl)guanidines. The product heterocycles have novel constitutions with high nitrogen atom counts and represent valuable additions to screening libraries for the discovery of new modulators of biological targets.


Atwal-Biginelli reaction; Guanidines; Pyrimidines; Quinazolines; Screening library

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