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Synthesis of Highly Substituted Imidazole Uracil Containing Molecules via Ugi-4CR and Passerini-3CR.

ABSTRACT: The synthesis of uracil/thymine containing tetra/trisubstituted imidazole derivatives was demonstrated using Ugi/Passerini-reaction followed by a postcyclization reaction sequence. The approach enables the one-pot facile construction of diverse compounds in moderate to excellent yields (47-82%). The 5-fluorouracil and 5-methyluracil moieties afford potentially bioactive molecules with drug-like properties. These scaffolds are currently being utilized in the screening deck of the European Lead Factory.

SUBMITTER: Madhavachary R

PROVIDER: S-EPMC5894062 | biostudies-literature | 2018 Apr

REPOSITORIES: biostudies-literature

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Synthesis of Highly Substituted Imidazole Uracil Containing Molecules via Ugi-4CR and Passerini-3CR.

Madhavachary Rudrakshula R Zarganes-Tzitzikas Tryfon T Patil Pravin P Kurpiewska Katarzyna K Kalinowska-Tłuścik Justyna J Dömling Alexander A

ACS combinatorial science 20180226 4

The synthesis of uracil/thymine containing tetra/trisubstituted imidazole derivatives was demonstrated using Ugi/Passerini-reaction followed by a postcyclization reaction sequence. The approach enables the one-pot facile construction of diverse compounds in moderate to excellent yields (47-82%). The 5-fluorouracil and 5-methyluracil moieties afford potentially bioactive molecules with drug-like properties. These scaffolds are currently being utilized in the screening deck of the European Lead Fa ...[more]

PMID: 29457887

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