Iron‐mediated radical cyanoalkylsulfonylation/arylation of active olefins with cycloketone oxime derivatives via cleavage of C−C single bond and insertion of SO2 is developed for the preparation of cyanoalkylsulfonylated oxindoles. This difunctionalization of carbon−carbon double bond via a radical pathway involves cyclobutanone oxime ester fragmentation, sulfonyl radical generation and radical addition/5‐exo cyclization. The methodology displays good functional group tolerance and does not require any external bases or oxidants.magnified image
Without using any transitionmetal and base, an eco-friendly, practical and economical protocol has been established for the one-pot synthesis of diverse (E)-1-phenyl-4-sulfonylbut-1-enes from easily accessible starting materials. This strategy features a wide substrate scope, tolerates a broad range of functional groups, employs a less expensive oxidant, is operationally simple, and can be easily scaled-up.
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