Mechanochemical Synthesis of Arylsilanes via Barbier-Type Reaction between Aryl Halides and Chlorosilanes with Magnesium

The reaction of chlorosilanes with organometallic reagents is an old and well-developed approach to organosilicon compounds, however, its application was limited due to the sensitivity of organometallic reagents to air, water. Here we display a mechanochemical access to arylsilanes via Barbier-type reaction of chlorosilanes with aryl halide with magnesium. By treatment of the two halides with Mg powder under electromagnetic milling, a series of arylsilanes are obtained within 15 minutes. Taking the advantages of the electromagnetic milling, this protocol features transition-metal free, good functional group tolerance, air stable and mild conditions. image