Achieving regio- and stereo-control in the fluorination of aziridines under acidic conditions

作者：Okoromoba, Otome E.; Li, Zhou; Robertson, Nicole; Mashuta, Mark S.; Couto, Uenifer R.; Tormena, Claudio F.; Xu, Bo^*; Hammond, Gerald B.^*

来源：Chemical communications, 2016, 52(91): 13353-13356.

DOI：10.1039/c6cc07855a

• HYDROGEN-FLUORIDE
• SYNTHETIC METHODS
• AMINES
• REAGENTS
• HYDROFLUORINATION
• DERIVATIVES
• CONVENIENT
• COMPLEXES
• CATALYSIS
• ALKYNES

We developed an efficient fluorination protocol that converts easily accessible aziridines into beta-fluoroamines, which are important motifs in biologically active molecules. In contrast with traditional fluorination approaches, DMPU-HF has shown both higher reactivity and regioselectivity and good functional group tolerance; thus, a wide scope of beta-fluoroamines can now be accessed conveniently. The stereochemical behavior of the ring opening depends on the substitution pattern of the aziridine substrate.

• 出版日期2016
• 单位东华大学