Synthesis of Aurones by the Oxidative Rearrangement of 2′-Hydroxychalcones with Thallium (III) Nitrate

Abstract

During the past decade, as a result of the extensive studies of McKillop and co-workers, thallium (III) nitrate has become an important and useful reagent for organic syntheses based on oxidative rearrangements.¹ McKillop et al.^2,3 found that chalcones could readily be converted into 1,2-diaryl-3,3-dimethoxypropan-1-ones on oxidation with thallium (III) nitrate. Later, Nógrádi et al. ^4,5 worked out a convenient method for the synthesis of natural isoflavones and their gly-cosides by utilizing this rearrangement of 2′-hydroxy-chalcones.