Abstract
α-Aminoalkyl radicals are easily accessible through multiple pathways from various
precursors. Apart from their utilization as nitrogen-containing building blocks, they
have recently been used as halogen atom abstraction reagents or single-electron reductants
to transform organic halides or sulfonium salts into their corresponding highly reactive
radical species. Benefiting from the richness of various halides and the diverse reactivity
of radical intermediates, new transformations of halides and sulfonium salts have
been developed. This short review summarizes this emerging chemistry that uses α-aminoalkyl
radicals as the reaction activators.
1 Introduction
2 Activation of Halides as Halogen-Atom Transfer Agents
2.1 Addition to Unsaturated Bonds
2.1.1 Addition to C=C Bonds
2.1.2 Addition to C=O Bonds
2.2 Substitution Reactions
2.2.1 Deuteration
2.2.2 Olefination
2.2.3 Allylation
2.2.4 Aromatic Substitution
2.2.5 Amination
3 Activation of Sulfonium Salts as Single-Electron Reductants
4 Conclusion and Outlook
Key words
α-aminoalkyl radicals - halides - halogen-atom transfer - hydrogen-atom transfer -
radical addition - radical substitution - sulfonium salts
