Arylsilylation\nof Electron-Deficient Alkenes via Cooperative\nPhotoredox and Nickel Catalysis

Carbosilylation of alkenes can be an efficient approach\nto the\nsynthesis of organosilicon compounds. However, few general methods\nof carbosilylation are known. Here, we introduce a strategy for arylsilylation\nof electron-deficient terminal alkenes by combining photoredox-catalyzed\nsilyl radical generation, innate reactivity of silyl radical with\nalkene, and Ni-catalyzed aryl-alkyl cross-coupling. This cooperative\nphotoredox and nickel catalysis operates under mild conditions. It\nemploys readily available alkenes, aryl bromides, and silane as reagents,\nand it produces useful synthetic building blocks in a modular manner.