Project

Cationic aza reagents for C-H activation and skeletal editing of bioactive scaffolds.

Code
bof/baf/4y/2024/01/220
Duration
01 January 2024 → 31 December 2025
Funding
Regional and community funding: Special Research Fund
Promotor
Research disciplines
  • Natural sciences
    • Natural products chemistry
    • Organic chemical synthesis
Keywords
aza-analoging skeletal editing C-H activation
 
Project description

Modern organic synthesis is governed by efficient bond-forming reactions and efficient group substitution reactions (functional group interconversions). Two outstanding challenges in this field are so-called C-H activation and skeletal editing. In C-H activation, normally unreactive C-H bonds, generally considered as inerts part of given organic molecule, can be specifically and selectively targeted as unusual handles to introduce functionality in ways that are not achievable with the current state of the art in the field. In skeletal editing, carbon-carbon bonds are targeted, which are even more inert parts of the skeleton or 'scaffolding' of a give molecule of interest. By selectively cleaving a carbon atom (and breaking two or more bonds to it) it can be replaced by an alternative atom, such as a nitrogen. These conceptually related objectives are tackled in parallel in this project, by leveraging a reagent class our group has built expertise on over the last decade. If successful, the novel C-H activation and skeletal editing methods will find immediate use in a wide range of applications, with early stage drug discovery as a particularly promising field for this.