1: Cs2CO3 / acetonitrile / 50 °C 2: NaOH / acetonitrile; H2O / 50 °C 3: N-methylmorpholine; PyBOP / CH2Cl2 / 20 °C View Scheme

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 4 h / -15 °C / |Inert atmosphere; |Large scale 2.1: N,N-dimethyl-formamide / toluene / 1.5 h / |Inert atmosphere; |Large scale 3.1: potassium carbonate; O,N-dimethyl-hydroxylamine hydrochloride / water / 1.25 h / 30 °C / |Inert atmosphere; |Large scale 3.2: 1.5 h / |Inert atmosphere; |Large scale 4.1: potassium tert-butylate; C62H66Cl2N2P2Ru / toluene; isopropyl alcohol / 0 - 25 °C / |Inert atmosphere; |Glovebox; |Autoclave; |Large scale 4.2: 0 °C / |Glovebox; |Autoclave; |Large scale 5.1: palladium diacetate; tris-(o-tolyl)phosphine / N,N-dimethyl-formamide / 0.92 h / 56 °C / |Inert atmosphere; |Large scale 5.2: 3.25 h / 56 °C / |Inert atmosphere; |Large scale 6.1: triethylamine / toluene / 0.17 h / 20 °C / |Inert atmosphere; |Large scale 7.1: N-ethyl-N,N-diisopropylamine; sodium azide / N,N-dimethyl-formamide / 70 °C / |Inert atmosphere; |Large scale 8.1: triphenylphosphine; water / toluene / 8 h / 70 °C / |Inert atmosphere; |Large scale 9.1: hydrogenchloride / isopropyl alcohol / |Inert atmosphere; |Large scale 10.1: 2,4,6-trichloro-1,3,5-triazine; 4-methyl-morpholine / acetonitrile / 4 h / 50 °C / |Inert atmosphere; |Large scale View Scheme

1.1: potassium carbonate; O,N-dimethyl-hydroxylamine hydrochloride / water / 1.25 h / 30 °C / |Inert atmosphere; |Large scale 1.2: 1.5 h / |Inert atmosphere; |Large scale 2.1: potassium tert-butylate; C62H66Cl2N2P2Ru / toluene; isopropyl alcohol / 0 - 25 °C / |Inert atmosphere; |Glovebox; |Autoclave; |Large scale 2.2: 0 °C / |Glovebox; |Autoclave; |Large scale 3.1: palladium diacetate; tris-(o-tolyl)phosphine / N,N-dimethyl-formamide / 0.92 h / 56 °C / |Inert atmosphere; |Large scale 3.2: 3.25 h / 56 °C / |Inert atmosphere; |Large scale 4.1: triethylamine / toluene / 0.17 h / 20 °C / |Inert atmosphere; |Large scale 5.1: N-ethyl-N,N-diisopropylamine; sodium azide / N,N-dimethyl-formamide / 70 °C / |Inert atmosphere; |Large scale 6.1: triphenylphosphine; water / toluene / 8 h / 70 °C / |Inert atmosphere; |Large scale 7.1: hydrogenchloride / isopropyl alcohol / |Inert atmosphere; |Large scale 8.1: 2,4,6-trichloro-1,3,5-triazine; 4-methyl-morpholine / acetonitrile / 4 h / 50 °C / |Inert atmosphere; |Large scale View Scheme

1.1: N,N-dimethyl-formamide / toluene / 1.5 h / |Inert atmosphere; |Large scale 2.1: potassium carbonate; O,N-dimethyl-hydroxylamine hydrochloride / water / 1.25 h / 30 °C / |Inert atmosphere; |Large scale 2.2: 1.5 h / |Inert atmosphere; |Large scale 3.1: potassium tert-butylate; C62H66Cl2N2P2Ru / toluene; isopropyl alcohol / 0 - 25 °C / |Inert atmosphere; |Glovebox; |Autoclave; |Large scale 3.2: 0 °C / |Glovebox; |Autoclave; |Large scale 4.1: palladium diacetate; tris-(o-tolyl)phosphine / N,N-dimethyl-formamide / 0.92 h / 56 °C / |Inert atmosphere; |Large scale 4.2: 3.25 h / 56 °C / |Inert atmosphere; |Large scale 5.1: triethylamine / toluene / 0.17 h / 20 °C / |Inert atmosphere; |Large scale 6.1: N-ethyl-N,N-diisopropylamine; sodium azide / N,N-dimethyl-formamide / 70 °C / |Inert atmosphere; |Large scale 7.1: triphenylphosphine; water / toluene / 8 h / 70 °C / |Inert atmosphere; |Large scale 8.1: hydrogenchloride / isopropyl alcohol / |Inert atmosphere; |Large scale 9.1: 2,4,6-trichloro-1,3,5-triazine; 4-methyl-morpholine / acetonitrile / 4 h / 50 °C / |Inert atmosphere; |Large scale View Scheme

1.1: potassium tert-butylate; C62H66Cl2N2P2Ru / toluene; isopropyl alcohol / 0 - 25 °C / |Inert atmosphere; |Glovebox; |Autoclave; |Large scale 1.2: 0 °C / |Glovebox; |Autoclave; |Large scale 2.1: palladium diacetate; tris-(o-tolyl)phosphine / N,N-dimethyl-formamide / 0.92 h / 56 °C / |Inert atmosphere; |Large scale 2.2: 3.25 h / 56 °C / |Inert atmosphere; |Large scale 3.1: triethylamine / toluene / 0.17 h / 20 °C / |Inert atmosphere; |Large scale 4.1: N-ethyl-N,N-diisopropylamine; sodium azide / N,N-dimethyl-formamide / 70 °C / |Inert atmosphere; |Large scale 5.1: triphenylphosphine; water / toluene / 8 h / 70 °C / |Inert atmosphere; |Large scale 6.1: hydrogenchloride / isopropyl alcohol / |Inert atmosphere; |Large scale 7.1: 2,4,6-trichloro-1,3,5-triazine; 4-methyl-morpholine / acetonitrile / 4 h / 50 °C / |Inert atmosphere; |Large scale View Scheme

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 4 h / -15 °C / |Inert atmosphere; |Large scale 2.1: N,N-dimethyl-formamide / toluene / 1.5 h / |Inert atmosphere; |Large scale 3.1: potassium carbonate; O,N-dimethyl-hydroxylamine hydrochloride / water / 1.25 h / 30 °C / |Inert atmosphere; |Large scale 3.2: 1.5 h / |Inert atmosphere; |Large scale 4.1: potassium tert-butylate; C62H66Cl2N2P2Ru / toluene; isopropyl alcohol / 0 - 25 °C / |Inert atmosphere; |Glovebox; |Autoclave; |Large scale 4.2: 0 °C / |Glovebox; |Autoclave; |Large scale 5.1: palladium diacetate; tris-(o-tolyl)phosphine / N,N-dimethyl-formamide / 0.92 h / 56 °C / |Inert atmosphere; |Large scale 5.2: 3.25 h / 56 °C / |Inert atmosphere; |Large scale 6.1: triethylamine / toluene / 0.17 h / 20 °C / |Inert atmosphere; |Large scale 7.1: N-ethyl-N,N-diisopropylamine; sodium azide / N,N-dimethyl-formamide / 70 °C / |Inert atmosphere; |Large scale 8.1: triphenylphosphine; water / toluene / 8 h / 70 °C / |Inert atmosphere; |Large scale 9.1: hydrogenchloride / isopropyl alcohol / |Inert atmosphere; |Large scale 10.1: 2,4,6-trichloro-1,3,5-triazine; 4-methyl-morpholine / acetonitrile / 4 h / 50 °C / |Inert atmosphere; |Large scale View Scheme

1.1: palladium diacetate; tris-(o-tolyl)phosphine / N,N-dimethyl-formamide / 0.92 h / 56 °C / |Inert atmosphere; |Large scale 1.2: 3.25 h / 56 °C / |Inert atmosphere; |Large scale 2.1: triethylamine / toluene / 0.17 h / 20 °C / |Inert atmosphere; |Large scale 3.1: N-ethyl-N,N-diisopropylamine; sodium azide / N,N-dimethyl-formamide / 70 °C / |Inert atmosphere; |Large scale 4.1: triphenylphosphine; water / toluene / 8 h / 70 °C / |Inert atmosphere; |Large scale 5.1: hydrogenchloride / isopropyl alcohol / |Inert atmosphere; |Large scale 6.1: 2,4,6-trichloro-1,3,5-triazine; 4-methyl-morpholine / acetonitrile / 4 h / 50 °C / |Inert atmosphere; |Large scale View Scheme