Synlett

Preparation of highly functionalized pyridylmagnesium reagents for the synthesis of polyfunctional pyridines

…, A Turck, N Plé, G Quéguiner, G Cahiez, P Knochel

Index: Berillon, Laurent; Lepretre, Anne; Turck, Alain; Ple, Nelly; Queguiner, Guy; Cahiez, Gerard; Knochel, Paul Synlett, 1998 , # 12 p. 1359 - 1360

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Citation Number: 54

Abstract

Abstract: 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.