A Pd(II) catalyst system has been used to successfully catalyse two mechanistically distinct reactions in a onepot procedure: dehydrogenation of 2,2-disubstituted cyclopentane-1,3-diones and the subsequent oxidative Heck coupling. This auto tandem catalytic reaction is applicable to both batch and continuous flow processes, with the latter being the first example of a tandem aerobic dehydrogenation/oxidative Heck in flow. In addition, a telescoped reaction involving enantioselective desymmetrisation of the all-C quaternary centre was successfully achieved.
- aerobic oxidation
- oxidative Heck
- auto-tandem catalysis
- one-pot synthesis
Lamb, C. J. C., Nderitu, B. G., McMurdo, G., Tobin, J. M., Vilela, F., & Lee, A-L. (2017). Auto-Tandem Catalysis: PdII-Catalysed Dehydrogenation/Oxidative Heck Reaction of Cyclopentane-1,3-diones. Chemistry - A European Journal, 23(72), 18282–18288. https://doi.org/10.1002/chem.201704442