Cross-electrophile C-Si coupling has emerged as a promising tool for the construction of organosilanes, but the potential of this method remains largely unexplored. Herein, we report a C(sp(3))-Si coupling of unactivated alkyl bromides with vinyl chlorosilanes. The reaction proceeds under mild conditions, and it offers a new approach to alkylsilanes. Functionalities such as Grignard-sensitive groups (e.g., acid, amide, alcohol, ketone, and ester), acid-sensitive groups (e.g., ketal and THP protection), alkyl fluoride and chloride, aryl bromide, alkyl tosylate and mesylate, silyl ether, and amine were tolerated. Incorporation of the -Si(vinyl)R-2 moiety into complex molecules and the immobilization of a glass surface by formed organosilanes were demonstrated.
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