Synthesis of Functionalized Organoboron/Silicon Compounds by Copper-Catalyzed Coupling of Alkylsilyl Peroxides and Diboron/Silylborane Reagents.
Takumi SeiharaShunya SakuraiTerumasa KatoRyu SakamotoKeiji MaruokaPublished in: Organic letters (2019)
The facile synthesis of functionalized organoboron/silicon compounds by copper-catalyzed coupling of alkylsilyl peroxides and diboron/silylborane reagents is reported. The reactions proceed smoothly under mild, neutral conditions in short reaction times to generate organoboron/silicon compounds bearing a ketone moiety, which are useful synthetic intermediates that are otherwise difficult to access. The results of mechanistic investigations suggest the radical-mediated formation of carbon-boron and carbon-silicon bonds via β-scission of alkoxy radicals.