N-氟代苯磺酰亚胺参与的过渡金属催化C-H氟化和胺化的研究进展

Recent Advances in C—H Fluorination and Amination with N-Fluorobenzenesulfonimide

众多胺类及含氟化合物具有重要的生理活性,在医药领域均具有不可替代的作用.过渡金属催化的C-H胺化及氟化反应因其高反应效率及原子经济性,受到了合成化学家的关注,为生物碱类天然产物及含氟分子的合成提供了便利.N-氟代双苯磺酰胺(NFSI)兼有氟原子及含氮官能团,可以在过渡金属催化下参与多种类型的有机反应,实现C-H键的氟化或胺化.因此,探索NFSI参与的C-H键直接氟化或胺化反应具有重要意义.综述了近十年NFSI参与的C-H活化构建C-N键和C-F键方法的研究进展,围绕各类方法的反应机理和应用范围进行阐述,同时对该领域的局限性和发展前景进行总结和展望.

The nitrogen-and fluorine-containing molecules display multiple important bioactivities which are crucial compounds in medicinal chemistry.The strategy relies on the transition-metal-catalyzed C-H amination and fluorination has received much attention due to its atom-and step-economy,providing an alternative to the synthesis of many natural alkaloids and fluorides.N-Fluorobenzenesulfonimide(NFSI)consists of the fluoride atom and the nitrogen-containing functionality,it is frequently used in the reactions based on transition-metal-catalyzed C-H activation to construct both C-N and C-F bonds.In this mini-review,the recent research advances in the formation of C-N and C-F bonds through transition-metal-catalyzed C-H with NSFI are reviewed.The reaction scopes and mechanisms are discussed in details,and the limitations of current procedures and the prospects for the future are summarized.