School of Chemistry, The University of New South Wales, Sydney NSW 2052, Australia.
Beilstein J Org Chem. 2013 Nov 29;9:2696-708. doi: 10.3762/bjoc.9.306.
The stereoselective incorporation of fluorine atoms into N-heterocycles can lead to dramatic changes in the molecules' physical and chemical properties. These changes can be rationally exploited for the benefit of diverse fields such as medicinal chemistry and organocatalysis. This brief review will examine some of the effects that fluorine substitution can have in N-heterocycles, including changes to the molecules' stability, their conformational behaviour, their hydrogen bonding ability, and their basicity. Finally, some methods for the synthesis of stereoselectively fluorinated N-heterocycles will also be reviewed.
氟原子在杂环中的立体选择性引入可以导致分子物理和化学性质的显著变化。这些变化可以被合理地利用，为药物化学和有机催化等多个领域带来益处。本篇简短的综述将考察氟取代在杂环中可能产生的一些影响，包括分子稳定性、构象行为、氢键能力和碱性的变化。最后，还将综述一些立体选择性氟化杂环的合成方法。
