In this paper,a new method for the efficient solid-phase synthesis of nicotine compounds has been developed.A polystyrene-supported sulfonyl chloride resin was prepared from cross-linked polystyrene-supported sulfonic acid resin as a solid-phase organosulfur reagent.Starting from 3-bromopyridine,five nicotine compounds were synthesized by four-step reactions including lithiation/acylation of pyridine,reduction of carbonyl group,sulfonylation of hydroxyl group,and amination/cyclization of sulfonate with overall isolated yields of 52%-66%,and the structures of the synthesized nicotine compounds were identified by 1H NMR.The method features high yields,simple operation,recycling and reuse of the resin,and the prospect of application in industrial automation production.
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