A simple, mild and efficient approach for the fluoroalkylation of alkenes and alkynes using 2-bromophenol as a catalyst is presented.

Fluorinated aziridines are very important structural motifs, but methods access to such structures are still very rare. In this paper, we report a mild, catalyst‐free and operationally simple strategy for the direct aminofluoroalkylation of olefins driven by the noncovalent interaction between N‐allylanilines and fluoroalkyl iodides. This photochemical transformation features synthetic simplicity, mild reaction conditions, without the use of any photoredox catalyst, and high functional group tolerance. Moreover, the structures can be used as important precursors for the synthesis of β‐fluoroalkylated alkylamine derivatives, such as fluorinated amino acids and fluorinated 2‐pyrrolidinones.magnified image

We presented a cascade transformation of N, N‐diallylamines and fluoroalkyl iodides into various functionalized fluoroalkylated pyrrolidines through a visible light‐induced synthetic process in the solvent‐free conditions. In this reaction system, the substrate N, N‐diallylamine acted both as the base and the electron donor. We further demonstrated the practicality of this protocol by the direct modification of amino acids and pharmaceutical molecules.magnified image

The front cover picture illustrates a rapid and neat process that enables fluoroalkyl iodides coupling of N,N‐diallylamine to construct a wide variety of fluoroalkylated pyrrolidines through a visible‐light‐induced synthetic process. In this reaction system, the substrate N,N‐diallylamine acted both as the base and the electron donor. Details can be found in the Communication by Shi‐Ji Xiao, Liang Zhao, Chun‐Yang He, and co‐workers (T. Mao, W. Li, X.‐X. Liu, H. Wang, W.‐Y. Han, J. Tong, S.‐J. Xiao, L. Zhao, C.‐Y. He, Adv. Synth. Catal. 2023, 365, 3063–3068; DOI: 10.1002/adsc.202300092).