Abstract
Silyloxyarenes are demonstrated to be a versatile substrate class in a variety of nickel-catalyzed coupling processes. The C(sp2)–O bond of aryl silyl ethers is directly transformed into C–H or C–Si bonds using Ti(O-i-Pr)4 or trialkylsilanes as reagents using nickel catalysts with N-heterocyclic carbene (NHC) ligands. Paired with the useful characteristics of silyl protecting groups, these methods enable protected hydroxyls to directly participate in high-value bond-forming steps rather than requiring deprotection-activation strategies that conventional approaches require. These processes of silyloxyarenes provide reactivity complementary to widely used phenol derivatives such as aryl pivalates, carbamates, and methyl ethers, thus enabling a powerful strategy for sequential chemoselective derivatization of complex substrates without protecting group and activating group manipulations.
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