4.5 Review

Application of α-Aminoalkyl Radicals as Reaction Activators

Journal

SYNTHESIS-STUTTGART
Volume 54, Issue 3, Pages 545-554

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/a-1685-2853

Keywords

alpha-aminoalkyl radicals; halides; halogen-atom transfer; hydrogen-atom transfer; radical addition; radical substitution; sulfonium salts

Funding

  1. Welch Foundation [AX-1871]

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α-Aminoalkyl radicals are easily synthesized and used as reaction activators to transform organic halides or sulfonium salts into highly reactive radical species. This review summarizes the emerging chemistry in the field, providing new pathways for transformations of halides and sulfonium salts.
alpha-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 alpha-aminoalkyl radicals as the reaction activators.

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