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The preparation of a stable 2-pyridylboronate and its reactivity in the Suzuki-Miyaura cross-coupling reaction
Authors:Paul B. Hodgson  Fabrice H. Salingue
Affiliation:Chemical Research and Development Department, Pfizer Global Research and Development, Pfizer Ltd, Ramsgate Road, Sandwich, Kent CT13 9NJ, UK
Abstract:The preparation and reactivity of a 2-pyridylboronate stabilised by N-phenyldiethanolamine is described. In Suzuki-Miyaura cross-coupling reactions employing this boronate, significant aryl-aryl exchange from the phosphine ligand was observed with some combinations of ligand and substrates. The amount of the exchange by-product can be minimised by appropriate choice of phosphine ligand.
Keywords:2-Pyridylboronate   N-Phenyldiethanolamine   Suzuki-Miyaura cross-coupling   Tris(o-tolyl)phosphine   Palladium(II)acetate
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