Sulfides, allyl phenyl chlorination

The trichloro-l,2,3-triazine, trichloroisocyanuric acid (785), operates as a useful chlorinating agent (cyclohexene—> 3-chlorocyclohexene and naphthalene— 1-chloronaph-thalene) (70JOC719). It appears to be more effective than NCS in the conversion of phenyl allyl sulfides to the corresponding l-thiophenoxy-3-chloroalkenes (786 Scheme 182) (75TL4433). 

Trichloroisocyanuric acid, 2, 426-427 3, 297 5, 687. Trade name Chloreal. Chlorination of phenyl ally I sulfides. Cohen et al. have reported that this inexpensive reagent is more effective than NCS for chlorination of phenyl allyl sulfides to give l-thiophenoxy-3-chloroalkenes (equation I). 

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