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Creators/Authors contains: "Makitalo, Cody_L"

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  1. ; ; ; ; ; ; ; (, European Journal of Organic Chemistry)
    A facile metal‐free [2,3]‐sigmatropic rearrangement reaction of allyl sulfides viaN‐sulfilimine intermediates has been developed. Treatment of allyl sulfides with imino‐λ3‐iodanes in the presence of a catalytic amount of elemental iodine allowed the reaction to proceed under mild conditions and gave the correspondingN‐allylsulfenamide compounds in moderate to good yields. SeveralN‐allylsulfenamide structures have been confirmed by single‐crystal X‐ray crystallography. The reaction initially involves the sulfonylimino group transfer reaction between imino‐λ3‐iodane and the sulfur atom, resulting in the formation ofN‐sulfilimine species, followed by [2,3]‐sigmatropic rearrangement to form theN‐allylsulfenamide. 
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