RESUMO
Despite the greater awareness of elemental sustainability and the benefits of the circular economy concept, much waste electrical and electronic equipment (WEEE) is still destined for landfill. Effective methods for valorizing this waste within our society are therefore imperative. In this contribution, two gold(III) complexes obtained as recovery products from WEEE and their anion metathesis products were investigated as homogenous catalysts. These four recovery products were successfully applied as catalysts for the cyclization of propargylic amides and the condensation of acetylacetone with o-iodoaniline. Impressive activity was also observed in the gold-catalyzed reaction between electron-rich arenes (2-methylfuran, 1,3-dimethoxybenzene, and azulene) and α,ß-unsaturated carbonyl compounds (methyl vinyl ketone and cyclohexenone). These recovered compounds were also shown to be effective catalysts for the oxidative cross-coupling reaction of aryl silanes and arenes. When employed as Lewis acid catalysts for carbonyl-containing substrates, the WEEE-derived gold complexes could also be recovered at the end of the reaction and reused without loss in catalytic activity, enhancing still further the sustainability of the process. This is the first direct application in homogeneous catalysis of gold recovery products sourced from e-waste.
RESUMO
4H-Pyrans (4H-Pys) and 1,4-dihydropyridines (1,4-DHPs) are important classes of heterocyclic scaffolds in medicinal chemistry. Herein, an indium(III)-catalyzed one-pot domino reaction for the synthesis of highly functionalized 4H-Pys, and a model of 1,4-DHP is reported. This alternative approach to the challenging Hantzsch 4-component reaction enables the synthesis of fused-tricyclic heterocycles, and the mechanistic studies underline the importance of an intercepted-Knoevenagel adduct to achieve higher chemoselectivity towards these types of unsymmetrical heterocycles.
