Instituto CINQUIMA and Departamento de Química Orgánica, Facultad de Ciencias. Universidad de Valladolid. Paseo de Belén 7, 47011, Valladolid, Spain.
Org Biomol Chem. 2020 Nov 25;18(45):9275-9283. doi: 10.1039/d0ob01373k.
Two novel polymers of intrinsic microporosity decorated with chiral thioureas have been used as recoverable organocatalysts in enantioselective α-amination of 3-aryl-substituted oxindoles, creating a quaternary stereocenter. Both catalysts were able to promote the reaction in excellent yields and good enantioselection. Catalyst II, with a pyridyl nucleus, was used in recycling experiments maintaining the activity without additional reactivation, and in flow processes allowing the synthesis of the amination product in multigram scale.
两种新型手性硫脲功能化的本征微孔聚合物被用作可回收的有机催化剂，用于 3-芳基取代的氧化吲哚的对映选择性α-胺化反应，构建了一个季碳手性中心。两种催化剂都能以优异的产率和良好的对映选择性促进反应。具有吡啶核的催化剂 II 用于循环实验，在无需额外再活化的情况下保持活性，并在流动过程中允许在多克规模下合成胺化产物。
