Atom transfer radical additions (ATRAs) promoted by catalytic amounts of amines: The effective iododifluoroalkylation of alkenes/alkynes

Abstract

Rencently, fluoroalkylation reactions initiated via noncovalent interaction (halogen bond or EDA complexes) have become an attractive method access to fluoro-containing compounds, and most of those reactions were promoted by visible light and stoichiometric electron-donor compounds. Here, a novel atom transfer radical addition (ATRA) reaction promoted by catalytic amount of 1,4-dimethylpiperazine at heating condition is developed. This protocol enables a simple and practical alternative for the effective iododifluoroalkylation of alkenes or alkynes, which features synthetic simplicity, wide substrate scope and feasibility of product transformations.

Graphical Abstract

Keywords:

• Alkene
• alkyne
• ATRA reaction
• difluoroalkylation
• noncovalent interaction

Additional information

Funding

The present research was financially supported by The National Natural Science Foundation of China [No. 21762053], The Programs of Guizhou Province [No. 2017-191] and Zunyi Medical University.