通过不饱和C-C键的加成合成氟化合物
前言
对烯烃或炔烃的加成，是合成氟代烃最直接的方法。由于F2和HF的使用不便以及反应放热严重，难以控制，限制了其在有机合成中的应用，但在工业上应用较多。
而单氟代烷烃则是通过HF对烯烃的加成制备，反应遵循Markovnikov规则。由于操作和控制不方便，一个替代方法是使用Olah试剂（HF/Pyridine）。
同样，Olah试剂对炔烃的加成则生成二氟代烷烃。
AcOF，CF3OF，FOClO3，和CsSO4F等试剂对烯烃的加成会引入另一个官能团，得到邻位取代的氟化物。
NO2BF4对烯烃加成得到邻硝基氟化物，引入一个含氮官能团。
1-Bromo-2-fluoro-2-phenylpropane. A magnetically stirred mixture of α-methylstyrene (7.1 g, 60 mmol), triethylamine trihydrofluoride and (14.7 mL, 90 mmol) and dichloro- methane (60 mL) contained in a 250 mL, single-necked, round-bottomed flask is treated with N-bromosuccinimide (11.8 g, 66 mmol) at 0°C. After 15 min, the bath is removed, and stirring is continued at room temperature for 5 hr. The reaction mixture is poured into ice water (1000 mL), made slightly basic with aqueous 28% ammonia, and extracted with dichloromethane (4 × 150 mL). The combined extracts are washed with 0.1 N hydrochloric acid (2 × 150 mL) and 5% sodium hydrogen carbonate solution (2 × 150 mL) and then dried over magnesium sulfate . After removal of the solvent by rotary evaporation, the crude product is distilled to give the product: 11.6 g (89%); bp 50-52°C(0.15 mm), n20 D1.5370.