6533b85afe1ef96bd12b944e

RESEARCH PRODUCT

ChemInform Abstract: A New Strategy for the Synthesis of Fluorinated 3,4-Dihydropyrimidinones.

Silvia CatalanJose Luis AcenaCarlos Del PozoSantos Fustero

subject

chemistry.chemical_classificationAddition reactionNucleophilic additionReaction sequenceTandemchemistryThio-General MedicineCombinatorial chemistryAlkyl

description

A new family of 3,4-dihydropyrimidinones (DHPMs) bearing fluorinated substituents at C6 have been prepared from gem-difluorinated nitriles, alkyl 3-butenoates and iso(thio)cyanates. This novel Biginelli-type process relies on the γ-addition of the ester-derived enolate to fluorinated nitriles. A tandem nucleophilic addition aza-Michael reaction sequence completes the synthetic process.

https://doi.org/10.1002/chin.201018158