Aurones are a group of biologically active compounds belonging to the flavonoid family of natural products. Found to be active in the treatment of cancer, microbial infections, parasitic infections, and several other common medical issues, interest in the synthesis of aurones has grown in recent years. The most common synthetic route for aurones is the condensation of a coumaranone and an aryl aldehyde, this reaction has numerous benefits and due to the large number of commercially available aldehydes has allowed a large number of diverse aurones to be synthesized. Using substituted coumaranones in this reaction has also been explored but the substituents have been limited; the most common substituents have been hydroxy and methoxy groups. The aim of this project is the use of an iodo substituted coumaranone for the formation of the aurone after which using coupling chemistry the iodo group can be exchanged for a large variety of substituents. This will allow for the attachment of a diverse array of substituents not previously seen on aurones and takes place in a one step reaction, compared to the traditional route for coumaranone synthesis which normally takes between 2 to 4 steps.

Cross coupling of iodo-substituted aurones

249th National Meeting (2015)

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