6533b852fe1ef96bd12ab540

RESEARCH PRODUCT

ChemInform Abstract: Addition of Nucleophiles to Fluorinated Michael Acceptors.

Andreas LerchenDaniel C. RambMarvin KischkewitzBernd BeutelSantos FusteroGünter Haufe

subject

chemistry.chemical_compoundPrimary (chemistry)chemistryNitromethaneNucleophileYield (chemistry)Substrate (chemistry)General MedicineMedicinal chemistryDiethyl malonate

description

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 β-substituted α-fluoro 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.

https://doi.org/10.1002/chin.201631026