10.1021/jacs.6b12114.s001 Anton A. Toutov Anton A. Toutov Kerry N. Betz Kerry N. Betz David P. Schuman David P. Schuman Wen-Bo Liu Wen-Bo Liu Alexey Fedorov Alexey Fedorov Brian M. Stoltz Brian M. Stoltz Robert H. Grubbs Robert H. Grubbs Alkali Metal-Hydroxide-Catalyzed C(<i>sp</i>)–H Bond silylation American Chemical Society 2016 KOH Alkali Metal-Hydroxide-Catalyzed C hydrosilane partners Remarkably strategy silylation functionalization NaOH scalable Si construction catalyst cross-dehydrogenative scope entry point Bond chemoselective sp alkyne organosilane building blocks bond 2016-12-27 00:00:00 Journal contribution https://acs.figshare.com/articles/journal_contribution/Alkali_Metal-Hydroxide-Catalyzed_C_i_sp_i_H_Bond_silylation/4572922 Disclosed is a mild, scalable, and chemoselective catalytic cross-dehydrogenative C–H bond functionalization protocol for the construction of C­(<i>sp</i>)–Si bonds in a single step. The scope of the alkyne and hydrosilane partners is substantial, providing an entry point into various organosilane building blocks and additionally enabling the discovery of a number of novel synthetic strategies. Remarkably, the optimal catalysts are NaOH and KOH.