Alkaloid and terpenoid natural products display an extensive array of chemical frameworks and biological activities. However such scaffolds remain underrepresented in current screening collections and are, thus, ideal targets for the synthesis of natural product-based libraries. We have established a highly efficient route for the synthesis of a large array of complex aminonitriles. These synthons are perfect templates for transition-metal mediated cyclotrimerization reactions. Our initial efforts have shown that highly complex aza- and diaza- indoles and indolines can be obtained with high efficiencies from our simple aminonitriles. The completion of this project will provide access to a wide array of alkaloid-like small molecules for high throughput screening (HTS) and foster the discovery of new therapeutic applications for underexploited biological targets.

Diversity oriented synthesis of an alkaloid-like library via cyclotrimerization of easily accessible aminonitriles

249th National Meeting (2015)

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