Leibniz-Institut für Katalyse e.V. an der, Universität Rostock, Albert-Einstein Straße 29a, 18059, Rostock, Germany.
Angew Chem Int Ed Engl. 2019 Jul 29;58(31):10693-10697. doi: 10.1002/anie.201903019. Epub 2019 Jul 1.
The selective cleavage of thermodynamically stable C(sp )-C(sp ) single bonds is rare compared to their ubiquitous formation. Herein, we describe a general methodology for such transformations using homogeneous copper-based catalysts in the presence of air. The utility of this novel methodology is demonstrated for C -C bond scission in >70 amines with excellent functional group tolerance. This transformation establishes tertiary amines as a general synthon for amides and provides valuable possibilities for their scalable functionalization in, for example, natural products and bioactive molecules.
与普遍形成的 C(sp )-C(sp )单键相比,热力学稳定的 C(sp )-C(sp )单键的选择性断裂很少见。在此,我们描述了一种在空气存在下使用均相铜基催化剂进行此类转化的通用方法。该新方法的实用性在 70 多种胺类化合物的 C -C 键断裂中得到了证明,具有出色的官能团耐受性。这种转化将叔胺确立为酰胺的通用合成子,并为其在天然产物和生物活性分子等中的规模化功能化提供了有价值的可能性。