Fig. 3: Application of ruthenium-catalysed meta-silylmethylation to a range of arenes and utility in pharmaceutical synthesis. | Nature Catalysis

Fig. 3: Application of ruthenium-catalysed meta-silylmethylation to a range of arenes and utility in pharmaceutical synthesis.

From: Precision installation of silyl synthetic handles within arenes by regiocontrolled ruthenium C(sp2)–H functionalization

Fig. 3: Application of ruthenium-catalysed meta-silylmethylation to a range of arenes and utility in pharmaceutical synthesis.

Reaction scope using bis(trimethylsilyl)chloromethane (5). Reactions were performed on a 0.25-mmol scale using (5 mol%) [Ru] unless otherwise noted. All yields correspond to isolated compounds. The reaction yield for the [NH4][Ce(NO3)6] oxidation of 6x on a gram scale was 57%, for Pinnick oxidation the yield was 70% and for amidation using cyclopropylamine the yield was 72%. aIsolated as the desilylated compound following reaction with excess tetrabutylammonium fluoride. b10 mol% [Ru] was used. Cy, cyclohexyl.

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