Multi-step reaction with 8 steps
1.1: 89 percent / AlCl3 / 3 h / Heating
2.1: 9-BBN / tetrahydrofuran / 3 h / 20 °C
2.2: 97 percent / Cs2CO3; Ph3As; Pd(dppf)Cl2*CH2Cl2 / dimethylformamide; tetrahydrofuran; H2O
3.1: 81 percent / KOH / ethanol; H2O / 0.67 h / 20 °C
4.1: 81 percent / BF3*OEt2 / CHCl3 / 20 °C
5.1: 100 percent / PPTS / CH2Cl2 / 20 °C
6.1: 76 percent / dimethylsulfoxide; dimethylformamide / 48 h / 20 °C
7.1: 83 percent / K2CO3 / methanol / 20 °C
8.1: POCl3; Et3N / tetrahydrofuran / 0.42 h / 0 - 20 °C
8.2: pyridine / CH2Cl2 / 45 h / 20 °C
8.3: H2O; pyridine / tetrahydrofuran / 2 h / Heating
With
potassium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; aluminium trichloride; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; potassium carbonate; triethylamine; trichlorophosphate;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
1.1: Friedel-Crafts reaction;