Synthesis of 2-acyl-3-hydroxyquinolines embodying a novel variant of the Smiles rearrangement
Abstract
2-(2′-Nitrobenzoyl) derivatives of certain 1,3-diketones undergo base-catalysed cyclisation to hitherto inaccessible 2-acyl-3-hydroxyquinolines by a process explicable in terms of a new version of the Smiles rearrangement.