Chlorination of Acetylenes with Sulfuryl Chloride

Article abstract of DOI:10.1246/bcsj.54.2843

The reactions of some acetylenes with sulfuryl chloride in benzene and carbon tetrachloride at the reflux temperature afford the corresponding (E)- and (Z)-dichloroalkenes in good to moderate yields via homolytic pathway.The kinetically controlled isomer ratios (E/Z) depended very much on the kind of acetylenes employed; i.e., 93/7 for 1-octyne to 14/86 for 3,3-dimethyl-1-phenyl-1-butyne in benzene.