6533b82bfe1ef96bd128d7bc
RESEARCH PRODUCT
Addition of Nucleophiles to Fluorinated Michael Acceptors
Bernd BeutelDaniel C. RambMarvin KischkewitzAndreas LerchenSantos FusteroGünter Haufesubject
Nucleophilic additionPrimary (chemistry)Nitromethane010405 organic chemistryOrganic Chemistrychemistry.chemical_elementEnonesFluorine010402 general chemistry01 natural sciences0104 chemical sciencesDiethyl malonatechemistry.chemical_compoundchemistryNucleophileYield (chemistry)Michael additionFluorineMichael reactionOrganic chemistryPhysical and Theoretical ChemistryNucleophilic additiondescription
A series of nucleophiles, including primary and secondary amines, primary alcohols, and thiols, as well as diethyl malonate and nitromethane, were added to different fluorinated Michael acceptors including 2-fluoroalk-1-en-3-ones and 2-fluoro-1-phenylprop-2-en-1-one. The resulting beta-substituted afluoro ketones were isolated in 34-92 % yield, depending on the substrate and the nucleophile. The best yields were obtained with secondary amines and with p-methylthiophenol.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2016-03-01 |