Metal-free visible-light-induced borylative/silylative pyridylation of vinylarenes†

Abstract

We present a metal-free and mild three-component reaction involving vinylarenes, NHC–BH₃ complexes, hydrosilanes, and 4-cyanopyridine. This versatile reaction encompasses a broad scope, with over 40 examples of vinylarenes, NHC–BH₃ complexes, and hydrosilanes, leading to the synthesis of diverse β-pyridinyl boranes and β-pyridinyl silanes. Furthermore, we demonstrate the potential of this methodology by functionalizing pharmaceutical molecules, showcasing its practical applications. Remarkably, this reaction was performed with simple and inexpensive benzophenone, and notably, it did not require the presence of alkali or any costly transition metals.