Diphenylvinylsulfonium Triflate is synthesised using (2-bromoethyl)diphenylsulfonium trifluoromethanesulfonate as a raw material by chemical reaction. The specific synthesis steps are as follows:
INTERMEDIATE 75(DiphenylXvmyDsulfonium trifluoromethanesulfonateIntermediate 74 (11.4 g, 25.7 mmol) was dissolved in THF/H2O (2:1) (42 mL). KHCO3 (3.1 g, 30.9 mmol) was added and the reaction mixture was stirred for 20 minutes at r.t. The solvent was evaporated immediately under reduced pressure (using a rotary evaporator connected to a high vacuum pump and keeping the water-bath temperature below 2O0C). The reaction mixture was then redissolved in DCM (40 mL), dried over MgSO4, filtered and evaporated. The residue was redissolved in DCM (10 mL) and loaded onto a silica bed (4 cm depth and 2.5 cm diameter). The resulting band was covered with 1 cm sand and eluted with DCM (400 mL), followed by 10% MeOH in DCM (200 mL). The product was isolated as a light brown oil (9.53 g, quantitative). 6H (CDCl3) 7.90-7.87 (4H, m), 7.79-7.66 (6H, m), 7.53 (IH, dd, J 8.8, 8.8 Hz), 6.69 (IH, dd, J 9.5, 2.5 Hz), 6.55 (IH, dd, J 16.5, 2.5 Hz).
