1.1: 9-bora-bicyclo[3.3.1]nonane 1.2: 20 h / 20 °C 2.1: triethylamine 3.1: hydrogenchloride / water / Reflux 4.1: palladium diacetate; triphenylphosphine / ethylene glycol dimethyl ether; water / 24 h / Reflux View Scheme

1: triethylamine 2: hydrogenchloride / water / Reflux 3: palladium diacetate; triphenylphosphine / ethylene glycol dimethyl ether; water / 24 h / Reflux View Scheme

in xylene 50 h; Heating;

1.1: 1 h / 190 °C / |Microwave irradiation 2.1: triethylamine / dichloromethane / 0.5 h / -20 °C 3.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 2 h / 0 - 20 °C 3.2: 20 h / 0 - 20 °C 4.1: triethylamine / dichloromethane / 24 h / 20 °C 5.1: hydrogenchloride / water; ethanol / 18 h / 80 °C 6.1: bis(dibenzylideneacetone)-palladium(0); sodium carbonate; tri-cyclo-hexyl-phosphine; Aliquatreg; 336 / water; ethylene glycol dimethyl ether / 0.5 h / 130 °C / |Microwave irradiation; |Inert atmosphere View Scheme

1.1: bromine; potassium bromide / isopropyl alcohol; water / 0 - 20 °C / |Inert atmosphere 1.2: 12 h 2.1: potassium hydroxide / isopropyl alcohol; water / 4 h / |Reflux 3.1: N-bromosuccinmide / chloroform / 0.08 h / 20 °C / |Inert atmosphere 4.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / water; N,N-dimethyl-formamide / 1 h / 110 °C / |Inert atmosphere View Scheme

1.1: 1 h / 190 °C / |Microwave irradiation 2.1: triethylamine / dichloromethane / 0.5 h / -20 °C 3.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 2 h / 0 - 20 °C 3.2: 20 h / 0 - 20 °C 4.1: triethylamine / dichloromethane / 24 h / 20 °C 5.1: hydrogenchloride / water; ethanol / 18 h / 80 °C 6.1: sodium carbonate; palladium diacetate; triphenylphosphine / water; ethylene glycol dimethyl ether / 24 h / 100 °C View Scheme

in xylene 60 h; Heating;