ammonium fluoride in methanol 15 h; Heating;

2,3-dicyano-5,6-dichloro-p-benzoquinone in chloroform T=20°C; pH=7; 1 h; aq. buffer;

1: 93 percent / imidazole / CH2Cl2 / 20 °C 2: 58 percent / NH4F / methanol / 3 h / 65 °C View Scheme

1: 91 percent / triphenylphosphine; DIAD / tetrahydrofuran / 20 °C 2: 96 percent / LiBEt3H / tetrahydrofuran / 2 h / -78 °C 3: 87 percent / p-TSA / 30 h / 20 °C View Scheme