1.1: sodium hydride / tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere 1.2: 0 - 20 °C / Inert atmosphere 2.1: [(Cu(OTf))2(μ-toluene)] / dichloromethane / Inert atmosphere 3.1: boron trifluoride diethyl etherate / dichloromethane / -20 - 0 °C / Inert atmosphere 4.1: sodium hydroxide / tetrahydrofuran; ethanol; water / 1 h / 0 °C / Inert atmosphere 5.1: 4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 20 °C / Inert atmosphere 6.1: n-butyllithium / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere 6.2: 2 h / -78 °C / Inert atmosphere 6.3: 2.33 h / -78 - -20 °C / Inert atmosphere 7.1: toluene-4-sulfonic acid / acetonitrile / 0.5 h / 20 °C / Inert atmosphere View Scheme

1.1: [(Cu(OTf))2(μ-toluene)] / dichloromethane / Inert atmosphere 2.1: boron trifluoride diethyl etherate / dichloromethane / -20 - 0 °C / Inert atmosphere 3.1: sodium hydroxide / tetrahydrofuran; ethanol; water / 1 h / 0 °C / Inert atmosphere 4.1: 4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 20 °C / Inert atmosphere 5.1: n-butyllithium / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere 5.2: 2 h / -78 °C / Inert atmosphere 5.3: 2.33 h / -78 - -20 °C / Inert atmosphere 6.1: toluene-4-sulfonic acid / acetonitrile / 0.5 h / 20 °C / Inert atmosphere View Scheme

in chloroform-d1 0.25 h; Ambient temperature; Product distribution;

in chloroform-d1 0.25 h; Ambient temperature; Product distribution;

in tetrahydrofuran T=20°C; 24.1667 h; Inert atmosphereCooling with ice;

in tetrahydrofuran T=20°C; 24.1667 h; Inert atmosphereCooling with ice;

1: (phenylmethoxy)-N-benzylcarboxamide With tetra-(n-butyl)ammonium iodide; caesium carbonate in N,N-dimethyl-formamide T=23°C; 0.5 h; 2: benzyl chloride in N,N-dimethyl-formamide T=23°C; 5 h;

polymethylhydrosiloxane; palladium on activated charcoal in ethanol T=20°C; Carboxylation; 3 h;