Multi-step reaction with 9 steps
1.1: borane-THF / tetrahydrofuran / 72 h / 0 - 20 °C
1.2: 0 °C
2.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C
3.1: trichlorophosphate / 2 h / Reflux
4.1: chloranil / toluene / 4 h / Reflux
5.1: bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 3 h / 100 °C / Inert atmosphere
5.2: 1 h / 20 °C
6.1: bromine; hydrogen bromide / acetic acid / 1 h / 0 - 20 °C
6.2: 0 °C
7.1: triethylamine; phosphonic acid diethyl ester / tetrahydrofuran / 4 h / 20 °C
8.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 1.5 h / 20 °C
9.1: ammonium acetate / 4-methyl-1,2,3-trifluorobenzene / 16 h / 120 °C / Sealed tube
With
borane-THF; ammonium acetate; hydrogen bromide; bromine; chloranil; triethylamine; N-ethyl-N,N-diisopropylamine; phosphonic acid diethyl ester; trichlorophosphate;
bis-triphenylphosphine-palladium(II) chloride;
In
tetrahydrofuran; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene; acetonitrile; 4-methyl-1,2,3-trifluorobenzene;