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An electro-mechanochemical protocol for the synthesis of vinylic sulfoximines has been developed. Utilising mechanochemically strained BaTiO3 nanoparticles, the catalytic active system is generated in situ by the reduction of copper(II) chloride. Various combinations of electron-donating and -withdrawing groups are tolerated, and the approach leads to products with difunctionalised double bonds in good to excellent yields. Attempts to add a sulfoximidoyl chloride to an alkyne proved difficult. Additions of a sulfonyl iodide to allenes and alkynes proceeded smoothly in the presence of silica gel without the need for activation by a piezoelectric material. [ABSTRACT FROM AUTHOR]

We report mechanochemical regioselective chloro sulfoximidations of allenes through stainless steel-initiated radical addition reactions at ambient temperature under solvent-free conditions. The reactions proceed smoothly with a wide range of substrates and do not require an additional catalyst. The resulting vinyl sulfoximines can further be derivatised. Analogous reactions are observed with arylsulfonyl iodides, which add to allenes as well. [ABSTRACT FROM AUTHOR]