77630-20-7Relevant articles and documents
A Simple Method for the Efficient Synthesis of Unsaturated β-Dicarbonyl Compounds
Liotta, Dennis,Barnum, Christopher,Puleo, Robert,Zima, George,Bayer, Charlene,Kezar, Hollis S.
, p. 2920 - 2923 (2007/10/02)
β-Dicarbonyl compounds which are substantially enolized can be readily converted to their corresponding unsaturated derivative by (a) selenation using a 1:1 complex of phenylselenenyl chloride/pyridine and (b) in situ oxidation with 30percent H2O2 (after removal of the pyridine).The isolated yields of unsaturated β-dicarbonyl compounds obtained in this way are typically between 80percent and 100percent.If the selenation step (step a) is carried out in the presence of excess reagent, a slow ''nonoxidative'' elimination occurs.Synthetic and mechanistic details of this ''nonoxidative''process are discussed.