N-(1-haloalkyl) pyridinium salts: preparation and use for new syntheses of other N-(1-substituted-alkyl) pyridinium salts, N, N'-(1-alkylidene) bisamines, and N, N'-(1- …

…, AR Katritzky, D Rasala, JJ Vanden Eynde

Index: Anders, Ernst; Tropsch, Juergen G.; Katrizky, Alan R.; Rasala, Danuta; Eynde Vanden, Jean-Jacques Journal of Organic Chemistry, 1989 , vol. 54, # 20 p. 4808 - 4812

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Citation Number: 19

Abstract

One of our research groups recently reported the first preparation of N-(1-haloalky1) heteroarylium salts 1 from an aldehyde, thionyl halide, and a heterocycle, in a preliminary communication,'and outlined some of their synthetic potential in nucleophilic displacement reactions. We now provide full details of this work and demonstrate that such salts, and more particularly N-(1-bromoalkyl)-pyridinium bromides, are highly efficient precursors for a ...