Heteroarylsilanes are valuable synthetic intermediates which are widely used in complex molecules synthesis, medicinal chemistry and drug discovery,and advanced materials and polymers synthesis. The traditional methods for the synthesis of these motifs rely on deprotonation of heteroarenes by employing pyrophoric organometallic reagents (i.e., BuLi), followed by substitution reactions with silicon electrophiles. Direct dehydrogenative cross-coupling of C–H bonds of heteroarenes with Si–H bonds of hydrosilanes is an effective alternative method for the construction of C–Si bonds. Despite significant advances in C–H activation recently, there are only a handful of methods that enable such a transformation. However, these examples are all limited to the use of precious metal catalysts. Moreover, stoichiometric sacrificial hydrogen acceptors are necessary for these transformations. We have established a method for such a dehydrogenative cross-coupling reaction using potassium tert-butoxide as a catalyst that provides a unique way to access a wide array of heteroarylsilanes.As described above, the desired silylation product 2 was obtained in good yield (70–72%). This procedure features readily available and inexpensive starting materials, mild reaction conditions, and good functional group tolerance.


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