6533b7d6fe1ef96bd1266f5f
RESEARCH PRODUCT
A DFT study for the formation of imidazo[1,2-c]pyrimidines through an intramolecular Michael addition
José A. SáezM. Eugenia González-rosendeLuis R. DomingoCristina PalmucciJosé Sepúlveda-arquessubject
chemistry.chemical_compoundChemistryStereochemistryIntramolecular forceAmideOrganic ChemistryDrug DiscoveryElectrophileMichael reactionMoietyRing (chemistry)BiochemistryCatalysisdescription
The formation of imidazo[1,2-c]pyrimidines through a ring closure of 2-(2-sulfonylimino-1,2-dihydro-1-pyrimidinyl) acetamides has been studied using DFT methods. Analysis of the energy results for the cyclization step shows the demand of almost an acid catalyst, which increases the electrophilicity of the dihydropyrimidine moiety, in order to make feasible the intramolecular Michael addition. The substitution on both dihydropyrimidine and amide moieties has also an influence on the cyclization step.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2006-10-01 | Tetrahedron |