COPPER CATALYSED O-PHENYLATION OF PHENOLS AND ENOLS BY PENTAVALENT ORGANOBISMUTH COMPOUNDS
The O-phenylation of phenols under neutral conditions by Bi(V) reagents is strongly catalysed by copper salts and by copper powder, even at room temperature.Enolic systems are also subject to copper powder catalysis and give exclusively O-phenylation.
Barton, Derek H. R.,Finet, Jean-Pierre,Khamsi, Jamal,Pichon, Clotilde
p. 3619 - 3622
(2007/10/02)
Pentavalent Organobismuth Reagents. Part 2. The Phenylation of Phenols.
The phenylation of a variety of phenols by pentavalent bismuth reagents under neutral, acid and basic conditions has been investigated.Under basic conditions well defined pentavalent intermediates have been isolated and fully characterised.Their decomposition gives only ortho-C-phenylation (except in the case of a p-nitrophenol derivative).O-Phenylation is seen under neutral or acidic conditions.Another mechanism is proposed to explain this reaction with no pentavalent bismuth intermediate.
Barton, Derek H. R.,Bhatnagar, Neerja Yadav,Blazejewski, Jean-Claude,Charpiot, Brigitte,Finet, Jean-Pierre,et al.
p. 2657 - 2666
(2007/10/02)
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