Cette conférence est financée par X-CHEM
Title: “C—H Oxidations for Late-Stage Functionalizations.”
The prospect of introducing functionality at a late-stage in drug discovery is intensely interesting to chemists’ pursuing function. The atomistic change of C—H to C—O, C—N, and C—C has been demonstrated to change the physical properties of small molecules, often leading to new or enhanced function. The ability to do late-stage functionalization hinges on the development of reactions that are both highly selective and highly general. Site-selectivities between the same bond type (for example among unactivated methylenes) were not considered possible outside the paradigm of enzymatic catalysis that generally requires substrate specificity. We elucidated that C—H bonds of the same bond type can be predictably distinguished in diverse ranges of complex molecules based on their different local chemical environments (electronic, steric and stereoelectronic) with a small molecule catalyst. We additionally demonstrated that site-selectivities can be altered, without changing the substrate, by modifying the catalyst to have it become more responsive to one type of chemical environments than the others. This strategy has emerged as a powerful and general one for all intermolecular C—H oxidation reactions. The discovery and development of this strategy will be presented in the context of the novel catalysts and selective allylic and aliphatic C—H oxidation, amination and alkylation reactions that emanated from them.
