Abstract
AbstractA transition‐metal‐free olefinic C−H azidoalkylthiolation protocol was developed through C(sp3)−S bond cleavage of vinylsulfonium salts with sodium azide in air under aqueous conditions. An interrupted Pummerer/nucleophilc azidoalkylation cascade was developed for such a process. The practicability of the synthetic protocol was demonstrated by scale‐up preparation of the azidoalkylthiolated tetrasubstituted alkene products and their transformations to diverse triazole and tetrazole derivatives as well as azidoalkylthio‐funtionalized N‐heterocyclic compounds. The present synthetic methodology features broad substrate scopes and good functional group tolerance under mild conditions.magnified image
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