Given the growing importance of fluorinated molecules in medicinal chemistry and chemical biology, several researchers are investigating the methods for the incorporation of fluorine into drug candidates since fluorine-containing compounds can have positive effects on the pharmacological properties of a drug. One of the most convenient ways to construct fluorine-containing organic molecules asymmetrically is the utilization of fluorobis(phenylsulfonyl)methane (FBSM), which has recently been introduced by Shibata and Hu, independently.[1] FBSM is a colorless solid, stable in air, and easily handled. It can readily be synthesized from fluoromethyl phenyl sulfone and benzenesulfonyl fluoride (Scheme [1]).[2]

Recently, FBSM has widely been used as a potential monofluoromethide equivalent in synthetic organic transformations. For example, structurally diverse monofluorobis(phenylsulfonyl)methylated chiral adducts containing a hydroxyl-/or amino group are synthesized by means of asymmetric enamine, iminium, phase-transfer, and cooperative catalysis concepts. In particular, further reductive desulfonylation of the previous adducts can be accompanied by treatment with Mg-MeOH to give monofluoromethylated products in high yield, while keeping their enantioselectivity.

鉴于氟化分子在药物化学和化学生物学中的重要性日益提高，一些研究人员正在研究将氟掺入候选药物的方法，因为含氟化合物可对药物的药理特性产生积极影响。一种最方便的非对称地构建含氟有机分子的方法是利用氟双（苯磺酰基）甲烷（FBSM），最近由Shibata和Hu分别提出[1]。FBSM是一种无色固体，在空气中稳定并且易于处理。它可以很容易地由氟甲基苯基砜和苯磺酰氟合成（方案[1]）。[2]

最近，FBSM已被广泛用作合成有机转化中潜在的一氟甲基当量。例如，通过不对称烯胺，亚胺鎓，相转移和协同催化概念合成了结构多样的含有羟基-或氨基的单氟双（苯磺酰基）甲基化的手性加合物。特别地，先前加合物的进一步还原性脱磺酰化可以伴随有用Mg-MeOH处理，以高产率得到单氟甲基化的产物，同时保持它们的对映选择性。