Revisiting the Zincke disulfide reaction for the post-polymerization functionalization of unsaturated polyolefins

Straightforward Functionalization of Sulfur-Containing Peptides via 5- and 6-endo-dig Cyclization Reactions

“…13 However, the abovementioned methods mostly rely on the high nucleophilicity of the sulfhydryl group although sulfur atom can be converted to electrophilic species as well. Very often sulfenyl halides serve as electrophilic sulfenyl species that can be easily prepared from thiols or disulfides using halogens, 25,26 SOCl2, 27 SO2Cl2 28 or Nhalosuccinimides [29][30][31] . Metal salts can also be used to generate sulfenyl electrophile: FeCl3 has been used to induce electrophile formation from thiols 32 or disulfides; 33,34 another iron salt 35 (FeF3) has been employed in the presence of catalytic amount of iodine; CuBr2 36 and AlCl3 37 can be used as well.…”