Abstract
The first continuous flow carbonylation reaction using aryl formates as CO precursor is reported. The reaction is practical, scalable and high yielding. The use of a flow protocol safely allows expanding the scope to activated chlorides, nitrogen heterocycles and to the selective introduction of an ester group in dihalo-derivatives. Further selective reduction of the ester formed to an aldehyde in flow is also described.
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An empty 70-mm CatCart cartridge from Thalesnano was used as filter. For further information aboutCatCart cartridges, visitthe web: http://thalesnano.com/products/CatCart-and-compatible-system.
CAUTION: Care should be taken when preparing stock solutions of trichlorophenyl formate. The quality of DMF used is important as small amounts of base can induce CO formation, even at room temperature. It is recommended to first assess the stability of the precursor in a particular batch of solvent.
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Alonso, N., de Muñoz, J.M., Egle, B. et al. First Example of a Continuous-Flow Carbonylation Reaction Using Aryl Formates as CO Precursors. J Flow Chem 4, 105–109 (2014). https://doi.org/10.1556/JFC-D-14-00005
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DOI: https://doi.org/10.1556/JFC-D-14-00005