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Synlett 1998; 1998(12): 1359-1360
DOI: 10.1055/s-1998-17871
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Preparation of Highly Functionalized Pyridylmagnesium Reagents for the Synthesis of Polyfunctional Pyridines

Laurent Bérillon* , Anne Leprêtre, Alain Turck, Nelly Plé, Guy Quéguiner, Gérard Cahiez, Paul Knochel
  • *Fachbereich Chemie der Philipps-Universität Marburg, 35032 Marburg, Germany; Fax + 49 6421/28-2189; E-mail: knochel@ps1515.chemie.uni-marburg.de
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Publikationsdatum:
31. Dezember 2000 (online)

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Functionalized iodopyridines bearing either a chloride, ester or nitrile function were converted to the corresponding organomagnesium derivatives at -40 °C or -78 °C by treatment with i-PrMgBr (1.1 equiv, 0.5 h, > 90% yield). The resulting functionalized Grignard reagents react with aldehydes, TosCN directly or with allylic bromides and benzoyl chloride after transmetalation with CuCN leading to polyfunctional pyridines.