Ni‐Catalyzed Synthesis of Multisubstituted Allenes via Reductive Cross‐Coupling of Propargylic Acetates with Chlorohydrosilanes

Abstract

Conventional transition metal‐catalyzed cross‐coupling reactions have been developed for the synthesis of allenes using propargyl electrophiles and various nucleophiles. However, the construction of allenes through reductive cross‐coupling remains a challenging topic. This paper presents a strategy for synthesizing multisubstituted allenes through nickel‐catalyzed reductive cross‐coupling reactions. The method employs propargyl acetates and chlorosilanes to generate a range of silyl‐substituted allenes. The reaction conditions are mild, and the process exhibits high chemo‐ and regioselectivity, along with good substrate universality. Moreover, the method can be extended to chlorogermane and chlorostannane, leading to the formation of germanium or stannium substituted allenes. This study provides a useful strategy for the synthesis of multisubstituted allenes and expands the synthetic toolbox for the construction of highly functionalized molecules.