Meng Huan, Liu Ming-Shang, Shu Wei
Shenzhen Grubbs Institute, Department of Chemistry, and Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology Shenzhen 518055 Guangdong P. R. China
Chem Sci. 2022 Oct 7;13(46):13690-13707. doi: 10.1039/d2sc04507a. eCollection 2022 Nov 30.
Organothianthrenium salts are a class of compounds containing a positively charged sulfur atom and a neutral sulfur atom. Over the past years, organothianthrenium salts have been emerging as attractive precursors for a myriad of transformations to forge new C-C and C-X bonds due to their unique structural characteristics and chemical behaviors. The use of the thianthrenation strategy selectively transforms C-H, C-O, and other chemical bonds into organothianthrenium salts in a predictable manner, providing a straightforward alternative for regioselective functionalizations for arenes, alkenes, alkanes, alcohols, amines and so on through diverse reaction mechanisms under mild conditions. In this review, the preparation of different organothianthrenium salts is summarized, including aryl, alkenyl and alkyl thianthrenium salts. Moreover, the utilization of organothianthrenium salts in different catalytic processes and their synthetic potentials are also discussed.
有机噻蒽鎓盐是一类含有带正电荷的硫原子和中性硫原子的化合物。在过去几年中,有机噻蒽鎓盐因其独特的结构特征和化学行为,已成为众多用于形成新的碳-碳和碳-卤键转化反应的有吸引力的前体。噻蒽化策略的使用以可预测的方式将碳-氢键、碳-氧键和其他化学键选择性地转化为有机噻蒽鎓盐,为芳烃、烯烃、烷烃、醇、胺等的区域选择性官能化提供了一种直接的替代方法,可在温和条件下通过多种反应机制实现。在本综述中,总结了不同有机噻蒽鎓盐的制备方法,包括芳基、烯基和烷基噻蒽鎓盐。此外,还讨论了有机噻蒽鎓盐在不同催化过程中的应用及其合成潜力。