Synthesis, Reactivity, and Antibacterial Activity of <i>gem</i>-Difluoroalkene, Difluoromethyl, and Trifluoromethyl β-Lactams
Monika Skibinska, Alicja Warowicka, Henryk Koroniak, Tomasz Cytlak, Benoı̂t Crousse
Abstract
New gem -difluoroalkenes were synthesized by the dehydrofluorination of the corresponding 4-CF 3 -β-lactams. An unexpected rearrangement mechanism of the ester moiety dependent on a stabilizing negative charge was observed. Hydrogenation to 4-CHF 2 -β-lactams was successful from gem -difluoro-β-lactams.
Topics & Concepts
ChemistryMoietyTrifluoromethylReactivity (psychology)Combinatorial chemistryAntibacterial activityStereochemistryMedicinal chemistryOrganic chemistryBacteriaMedicinePathologyGeneticsAlternative medicineBiologyAlkylFluorine in Organic ChemistrySynthesis of β-Lactam CompoundsSynthesis and Catalytic Reactions