Flow Heck reactions using extremely low loadings of phosphine-free palladium acetate
Patrick Cyr1, Stella T Deng, Joel M Hawkins
1Worldwide Research and Development, Pfizer Inc., Eastern Point Road, Groton, Connecticut 06340, USA.
Abstract:
High-yielding Heck reactions are demonstrated using 0.05 mol % Pd(OAc)2 without phosphine ligands. These reactions are run in a mesoscale flow reactor which allows precise control of reaction times and temperatures. Profiling yield and selectivity versus Pd loading shows 500 ppm to be optimal for aryl iodides; higher loadings favor side reactions caused by Pd(II) species. Aryl halides are examined via concise Design of Experiment to expand the scope and optimize conditions.
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