Multi-step reaction with 10 steps
1: Na2B4O7*10H2, 1M NaOH / 120 h / 40 °C
2: Br2, NaOAc / acetic acid / 0.5 h / 15 °C
3: TsOH / 3 h / Heating
4: 89 percent / TsOH / tetrahydrofuran / 4.5 h / 55 °C / Heating
5: Na2CO3, Pd(OAc)2, PPh3 / ethanol; toluene / 2 h / Heating; ultrasonication
6: TsOH / 3 h / 70 °C
7: (iPr)2EtN / CH2Cl2 / 1 h / -65 °C
8: LiCl, Et3N, HCOOH, Pd(OAc)2, dppp / dimethylformamide / 4 h / 60 °C
9: conc. HCl / CH2Cl2 / 2 h / 65 °C
10: PBr3 / toluene / 2 h / Ambient temperature
With
hydrogenchloride; palladium diacetate; borax; sodium hydroxide; formic acid; 1,3-bis-(diphenylphosphino)propane; bromine; sodium acetate; phosphorus tribromide; sodium carbonate; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride;
In
tetrahydrofuran; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1002/hlca.19980810322