Copper catalysed radical addition to alkenes: Applications to the preparation of heterocycles and to carbon-carbon bonds formation.
(2025)
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- Authors
- Supervisors
- Riant, Olivier
- Abstract
- This work explores the ability of copper to mediate single electron transfer (SET) processes, with a focus on developing new synthetic strategies for fluorinated molecules. The research is divided into two complementary parts. The first part investigates the synthesis of difluoroalkylated nitrogen heterocycles, which are increasingly important in drug discovery. Inspired by atom-transfer radical cyclization (ATRC), we designed a copper-mediated approach that enables the formation of these heterocycles through radical addition and C–N bond formation. This method offers a versatile route to access complex fluorinated structures using simple starting materials. The second part centers on cross-coupling reactions involving organo-copper intermediates and unconventional electrophiles, such as redox-active esters and pyridinium salts. By exploring copper-boryl and vinyl-copper species, we aimed to expand the scope of copper catalysis and unlock new reactivity patterns. A collaborative annex further explores the trifluoromethylation of vinyl siloxanes using Umemoto’s reagent, highlighting copper’s potential in fluorine chemistry
- Affiliations
Citations
Marchese, M. (2025). Copper catalysed radical addition to alkenes: Applications to the preparation of heterocycles and to carbon-carbon bonds formation. https://hdl.handle.net/2078.5/271597