Molecules 2010, 15(11), 8006-8038; https://doi.org/10.3390/molecules15118006
Recent Advance in Heterocyclic Organozinc and Organomanganese Compounds; Direct Synthetic Routes and Application in Organic Synthesis
1
Department of Chemistry, Dankook University; 29 Anseo Cheonan Chungnam, 330-714, Korea
2
Rieke Metals, Inc.; 1001 Kingbird Rd. Lincoln, NE 68512, USA
*
Author to whom correspondence should be addressed.
Received: 17 September 2010 / Revised: 1 November 2010 / Accepted: 4 November 2010 / Published: 8 November 2010
(This article belongs to the Special Issue Advances in Heterocyclic Chemistry)
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Abstract
A practical synthetic route for the preparation of 2-pyridyl and 3-pyridyl derivatives has been accomplished by utilizing a simple coupling reaction of stable 2-pyridylzinc bromides and 3-pyridylzinc bromides. The organozincs used in this study were easily prepared via the direct insertion of active zinc into the corresponding bromopyridines. The subsequent coupling reactions with a variety of different electrophiles have afforded the corresponding coupling products. Using highly active manganese, a variety of Grignard-type organomanganese reagents have been obtained. The subsequent coupling reactions of the resulting organomanganese reagents with several electrophiles have also been accomplished under mild conditions.
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Kim, S.-H.; Rieke, R.D. Recent Advance in Heterocyclic Organozinc and Organomanganese Compounds; Direct Synthetic Routes and Application in Organic Synthesis. Molecules 2010, 15, 8006-8038.
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