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Synthesis 2009(22): 3823-3827  
DOI: 10.1055/s-0029-1217000
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

A Facile Synthetic Approach to the Preparation of 3-Pyridyl Derivatives: Preparations and Coupling Reactions of 3-Pyridylzinc and Its Analogues

Seung-Hoi Kim, Tim B. Slocum, Reuben D. Rieke*
Rieke Metals Inc., 1001 Kingbird Rd., Lincoln, NE 68521, USA
e-Mail: sales@riekemetals.com;
Further Information

Publication History

Received 20 May 2009
Publication Date:
09 September 2009 (online)

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Abstract

A facile synthetic approach to the direct preparation of 3-pyridylzinc bromide has been demonstrated using Rieke zinc with 3-bromopyridine in the presence of a catalytic amount of lithium chloride. A variety of different electrophiles have been coupled to give the corresponding cross-coupling products in moderate to good yields. Also, this methodology has been expanded to the preparation of the corresponding organozinc reagents of 3-bromopyridine analogues.

Key words

3-pyridylzinc bromide - coupling reaction - heterocyclic derivatives

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