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Synthesis of Solid 2-Pyridylzinc Reagents and Their Application in Negishi Reactions

James R. Colombe, Sebastian Bernhardt, Christos Stathakis, Stephen L. Buchwald* and Paul Knochel*

*Department of Chemistry, MIT, 77 Cambridge, Massachusetts 02139, United States; Department Chemie, LMU München, 81377 München, Germany, Email: sbuchwalmit.edu, Paul.Knochelcup.uni-muenchen.de

J. R. Colombe, S. Bernhardt, C. Stathakis, S. L. Buchwald, P. Knochel, Org. Lett., 2013, 15, 5754-5757.

DOI: 10.1021/ol402798z (free Supporting Information)


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Abstract

Two new varieties of solid, moderately air-stable 2-pyridylzinc reagents are alternatives to unstable or unreliable 2-pyridylboron reagents. Both reagents can be manipulated in air and are competent nucleophiles in Negishi cross-coupling reactions.

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Key Words

pyridines


ID: J54-Y2013