Phthalimide-Carried Disulfur Transfer To Synthesize Unsymmetrical Disulfanes via Copper Catalysis

A versatile Cu-catalyzed cross-coupling reaction to various
unsymmetrical
disulfanes has been presented, from phthalimide-carried disulfur transfer
reagents and commercially available boronic acids under mild and practical
conditions. The method features the unprecedented use of phthalimide-carried
disulfurating reagents (Harpp reagent) in cross-coupling chemistry
and is highlighted by the broad substrate scopes, even applicable
for the transfer of aryl-disulfur moieties (ArSS−). Notably,
the robustness of this methodology is shown by the late-stage modification
of bioactive scaffolds of coumarin, estrone, and captopril.

本文介绍了一种通用的Cu催化的不对称二硫化物交叉偶联反应，该反应以酞菁胺载硫转移试剂和市售硼酸为原料，在温和且实用的条件下进行。该方法显著特征在于首次在交叉偶联化学中应用酞菁胺载硫化试剂（Harpp试剂），其优势在于底物范围广泛，甚至适用于芳基二硫化物基团（ArSS−）的转移。值得注意的是，该方法在生物活性骨架的香豆素、雌酮和卡托普利后期修饰中展现出其稳健性。