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

ABSTRACT: 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.

SUBMITTER: Arnold DM

PROVIDER: S-EPMC3746774 | biostudies-literature | 2013 Sep

REPOSITORIES: biostudies-literature

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

Arnold David M DM Laporte Matthew G MG Anderson Shelby M SM Wipf Peter P

Tetrahedron 20130901 36

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. ...[more]

PMID: 23976798

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