Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074, Aachen, Germany.
Angew Chem Int Ed Engl. 2020 Jan 27;59(5):2115-2119. doi: 10.1002/anie.201911465. Epub 2019 Dec 16.
Since 2014, the interest in aryl fluorosulfates (ArOSO F) as well as their implementation in powerful applications has continuously grown. In this context, the enabling capability of ArOSO F will strongly depend on the substitution pattern of the arene, which ultimately dictates its overall function as drug candidate, material, or bio-linker. This report showcases the modular, substrate-independent, and fully predictable, selective functionalization of polysubstituted arenes bearing C-OSO F, C-Br, and C-Cl sites, which makes it possible to diversify the arene in the presence of OSO F or utilize OSO F as a triflate surrogate. Sequential and triply selective arylations and alkylations were realized within minutes at room temperature, using a single and air-stable Pd dimer.
自 2014 年以来，人们对芳基氟硫酸酯（ArOSO F）及其在强大应用中的应用的兴趣不断增长。在这种情况下，ArOSO F 的实现能力将强烈取决于芳烃的取代模式，这最终决定了其作为候选药物、材料或生物接头的整体功能。本报告展示了带有 C-OSO F、C-Br 和 C-Cl 位点的多取代芳烃的模块化、底物独立和完全可预测、选择性官能化，这使得在存在 OSO F 的情况下可以使芳烃多样化，或者将 OSO F 用作三氟甲磺酸酯的替代品。使用单个空气稳定的 Pd 二聚体，在室温下几分钟内即可实现顺序和三重选择性芳基化和烷基化。
