In synthetic organic chemistry, an important group of reactions is the type of radical addition with atom transfer (Atom Transfer Radical Addition, ATRA), which enables the functionalization of alkenes and alkynes with high atomic efficiency. In these reactions, the simultaneous incorporation of two functional groups into the π-system occurs. The literature indicates that these reactions are useful for introducing SCF$_3$ and SO$_2$CF$_3$ groups into various alkenes. Upon reviewing the literature, we found that there is a relatively underexplored area of introducing the SCCl$_3$ functional group, which could be introduced using the cost-effective reagent trichloromethane sulfenyl chloride.
Copper catalysts have proven to be highly effective and cost-effective analogues of Ru(III) and Ir(II) complexes in previous studies of such reactions. Using the photocatalyst [Cu(dmp)$_2$]BF$_4$ at a wavelength of 450 nm and ClSCCl$_3$ as the reagent, we have successfully functionalized various styrene derivatives and isolated them with good yields. The reaction also proved to be applicable to electron-deficient alkenes such as acrylate derivatives, as well as phenylacetylene-type alkynes, with E-isomer being the predominant product.
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