tetrakis(triphenylphosphine) palladium(0); potassium carbonate in N,N-dimethyl-formamide; toluene T=185°C; Suzuki cross-coupling; 0.166667 h; Irradiation;

Pd[P(t-Bu3)]2; potassium carbonate in N,N-dimethyl-formamide; toluene T=185°C; Suzuki cross-coupling; 0.166667 h; Irradiation;

1: tert-butylisonitrile; diphenyl acetylene With Ti(dpm)(NMe2)2; aniline in toluene T=125°C; 48 h; Inert atmosphere; 2: benzenecarboximidamide hydrochloride in 1,1-dimethylpropan-1-ol T=150°C; 24 h; Inert atmosphere;

1.1: 81 percent / Pd(PPh3)4; K2CO3 / toluene; dimethylformamide / 0.17 h / 185 °C / Irradiation 2.1: aq. HCl / 12 h / Heating 2.2: 79 percent / POCl3 / 3 h / Heating 3.1: 81 percent / Pd(PPh3)4; K2CO3 / toluene; dimethylformamide / 0.17 h / 185 °C / Irradiation View Scheme

1.1: 83 percent / Pd[P(t-Bu3)]2; K2CO3 / toluene; dimethylformamide / 0.17 h / 185 °C / Irradiation 2.1: aq. HCl / 12 h / Heating 2.2: 79 percent / POCl3 / 3 h / Heating 3.1: 81 percent / Pd(PPh3)4; K2CO3 / toluene; dimethylformamide / 0.17 h / 185 °C / Irradiation View Scheme

1.1: aq. HCl / 12 h / Heating 1.2: 79 percent / POCl3 / 3 h / Heating 2.1: 81 percent / Pd(PPh3)4; K2CO3 / toluene; dimethylformamide / 0.17 h / 185 °C / Irradiation View Scheme

1: 58 percent / 1,4-bis(diphenylphosphino)butanepalladium dichloride; K2CO3 / toluene; dimethylformamide / 0.17 h / 185 °C / Irradiation 2: 65 percent / 1,4-bis(diphenylphosphino)butanepalladium dichloride; K2CO3 / toluene; dimethylformamide / 0.17 h / 185 °C / Irradiation 3: 70 percent / Pd[P(t-Bu3)]2; K2CO3 / toluene; dimethylformamide / 0.17 h / 185 °C / Irradiation View Scheme