Tetrahedron letters

The preparation of a stable 2-pyridylboronate and its reactivity in the Suzuki–Miyaura cross-coupling reaction

PB Hodgson, FH Salingue

Index: Hodgson, Paul B.; Salingue, Fabrice H. Tetrahedron Letters, 2004 , vol. 45, # 4 p. 685 - 687

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Citation Number: 98

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.

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