Pentavalent organobismuth reagents. Part 3. Phenylation of enols and of enolate and other anions

Autor:	Stephen P. Stanforth, Jean-Claude Blazejewski, Derek H. R. Barton, Brigitte Charpiot, William B. Motherwell, M. Teresa Barros Papoula, Jean-Pierre Finet
Rok vydání:	1985
Předmět:	Diketone Indole test chemistry.chemical_compound chemistry Bicyclic molecule Reagent Cyclohexanone Organic chemistry Phenols Aliphatic compound Enone Medicinal chemistry
Zdroj:	Journal of the Chemical Society, Perkin Transactions 1. :2667
ISSN:	1364-5463 0300-922X
DOI:	10.1039/p19850002667
Popis:	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 which 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.
Databáze:	OpenAIRE
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