A copper-catalyzed umpolung of N-2,2,2-trifluoroethylisatin ketimines for the enantioselective 1,3-dipolar cycloaddition with benzo[b]thiophene sulfones was developed. Using a catalyst system consisting of an (S,S_p)-^tBu-Phosferrox ligand, Cu(OTf)₂, and Cs₂CO₃, a range of pentacyclic spirooxindoles containing pyrrolidine and benzo[b]sulfolane subunits were obtained in high efficiency with excellent regio-, diastereo-, and enantioselectivites under mild conditions. The practicality and versatility of the reaction were also demonstrated.

中文翻译：

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铜催化 N-2,2,2-三氟乙基靛红酮亚胺与苯并[b]噻吩砜对映选择性 1,3-偶极环加成反应

开发了一种铜催化的N -2,2,2-三氟乙基靛红酮亚胺与苯并[ b ]噻吩砜的对映选择性 1,3-偶极环加成反应。使用由 ( S , S _p )- ^t Bu-Phosferrox 配体、Cu(OTf) ₂和 Cs ₂ CO ₃组成的催化剂体系，以高浓度获得了一系列含有吡咯烷和苯并[ b ]环丁砜亚基的五环螺氧吲哚。在温和条件下具有出色的区域选择性、非对映选择性和对映选择性。也证明了该反应的实用性和多功能性。