Gallego-Gamo Albert, Granados Albert, Pleixats Roser, Gimbert-Suriñach Carolina, Vallribera Adelina
Department of Chemistry and Centro de Innovación en Química Avanzada (ORFEO-CINQA), Universitat Autònoma de Barcelona, Cerdanyola del Vallès 08193, Barcelona, Spain.
J Org Chem. 2023 Sep 1;88(17):12585-12596. doi: 10.1021/acs.joc.3c01298. Epub 2023 Aug 16.
The development of sustainable and mild protocols for the fluoroalkylation of organic backbones is of current interest in chemical organic synthesis. Herein, we present operationally simple and practical transition-metal-free methods for the preparation of difluoroalkyl anilines. First, a visible-light organophotocatalytic system working via oxidative quenching is described, providing access to a wide range of difluoroalkyl anilines under mild conditions. In addition, the formation of an unprecedented electron donor-acceptor (EDA) complex between anilines and ethyl difluoroiodoacetate is reported and exploited as an alternative, efficient, and straightforward strategy to prepare difluoroalkyl derivatives.
开发用于有机骨架氟烷基化的可持续且温和的方案是当前有机化学合成领域的研究热点。在此，我们展示了操作简单且实用的无过渡金属方法来制备二氟烷基苯胺。首先，描述了一种通过氧化猝灭起作用的可见光有机光催化体系，该体系能在温和条件下制备多种二氟烷基苯胺。此外，还报道了苯胺与二氟碘乙酸乙酯之间形成了一种前所未有的电子供体 - 受体（EDA）络合物，并将其作为制备二氟烷基衍生物的一种替代、高效且直接的策略加以利用。
