Abstract
Polysulfides are significant compounds in life science, pharmaceutical science, and material science. Therefore, polysulfide construction is in great demand. The controllable sequential installation on both ends of S−S motif faces an enormous challenge, due to the reversible covalent S−S bond. A library was established with two divergent mask groups for bilateral unsymmetrical disulfurating reagents (R1O−SS−SO2R2). Sequential coupling was successfully achieved with preferential activation of S−SO2 bond (37.6 kcal/mol) and controllable activation of S−O bond (54.8 kcal/mol) superior to S−S bond (62.0 kcal/mol), enabled untrammeled installation on the bilateral sides of S−S motif to afford unsymmetrical disulfides and trisulfides, even for natural products, pharmaceuticals, peptides, and protein (bovine serum albumin) cross‐linkage successively.
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