Tetrahedron letters

A homologous enolate Truce–Smiles rearrangement

LH Mitchell, NC Barvian

Index: Mitchell, Lorna H.; Barvian, Nicole C. Tetrahedron Letters, 2004 , vol. 45, # 29 p. 5669 - 5671

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Citation Number: 30

Abstract

During preparation of a series of diphenyl ethers it was observed that displacement of an activated aryl fluoride with ortho-hydroxyacetophenone afforded a product that was C- arylated adjacent to the ketone. Evidence suggested this product was formed by Smiles rearrangement of an O-arylated intermediate.