Department of Chemistry, University of Waterloo, Waterloo, Ontario N2L3G1, Canada.
Chem Commun (Camb). 2019 Dec 5;55(98):14821-14824. doi: 10.1039/c9cc08310c.
A chemoselective fluorinative ring expansion has been realized using the hypervalent iodine (HVI) reagent p-TolIF2, which delivers β,β-difluoroalkyl arenes in yields up to 89% and allylic gem-difluorides in yields up to 78%. This rapid reaction exploits the ambiphilic nature of alkenes and allenes, and incorporates both fluorine atoms of the (difluoroiodo)arene in the products. The mechanism involves a 1,2-phenyl shift, which provides access in one step to important fluorinated building blocks for bioactive molecule synthesis.
一种选择性的氟化环扩张反应已经通过高价碘（HVI）试剂 p-TolIF2 实现，该试剂可以以高达 89%的产率得到 β,β-二氟芳基化合物，以及高达 78%的产率得到烯丙基偕二氟化物。这个快速反应利用了烯烃和丙二烯的两性性质，并在产物中包含了（二氟碘）芳基的两个氟原子。该反应的机理涉及 1,2-苯基迁移，这为生物活性分子合成提供了重要的氟化砌块，可以一步得到。
