13313-00-3Relevant academic research and scientific papers
Indium Tribromide Catalyzed Coupling Reaction of Enol Ethers with Silyl Ketene Imines toward the Synthesis of β,γ-Unsaturated Nitriles
Nishimoto, Yoshihiro,Nishimura, Takashi,Yasuda, Makoto
, p. 18301 - 18308 (2015)
Herein, a coupling reaction of enol ethers with silyl ketene imines in the presence of catalytic amounts of InBr3 and Me3SiBr is described. Kinetic studies have revealed that an indium catalyst and Me3SiBr accelerated the coupling process and the regeneration of the catalyst, respectively. Various types of enol ethers and silyl ketene imines are applicable. In addition, a formal synthesis of verapamil was achieved by using this novel coupling reaction. Let's get together: The coupling reaction of enol ethers with silyl ketene imines in the presence of a catalytic amount of InBr3 and Me3SiBr is shown (see scheme, TBS=tert-butyl dimethylsilyl). Kinetic studies revealed that an indium salt and Me3SiBr accelerated the coupling process and the regeneration of the catalyst. Several enol ethers and silyl ketene imines are applicable to this strategy.
