105071-95-2Relevant academic research and scientific papers
Pentavalent Organobismuth Reagents. Part 3. Phenylation of Enols and of Enolate and other Anions
Barton, Derek H. R.,Blazejewski, Jean-Claude,Charpiot, Brigitte,Finet, Jean-Pierre,Motherwell, William B.,et al.
, p. 2667 - 2676 (2007/10/02)
The phenylation of enols and of enolate anions of ketones, β-diketones and keto esters has been studied using a range of Bi reagents.Under basic conditions C-phenylation is observed and, even hindered, perphenylated compounds are easily synthesized.Under neutral and acidic conditions ordinary ketones do not react and enolic systems give O-phenylation.A number of other anions have been phenylated under basic conditions, including the key compound indole wich mainly gave 3-C-phenylation.All these reactions can be supposed to have one of two alternative mechanisms, which parallel the two mechanisms proposed for the phenylation of phenols.
