Practical Catalytic Cleavage of C(sp3)−C(sp3) Bonds in Amines. Issue 31 (1st July 2019) - Li, Wu
Abstract: The selective cleavage of thermodynamically stable C(sp 3 )−C(sp 3 ) 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 Cα −Cβ 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. Abstract : Cutting with air : C(sp 3 )−C(sp 3 ) single bonds in amines can be cleaved using homogeneous copper‐based catalysts in the presence of air. The utility of this novel methodology is demonstrated for Cα −Cβ bond scission in >70 amines with excellent functional group tolerance.