Silver‐Based Radical Reactions: Development and Insights

Silver‐mediated reactions have recently emerged as a frontier area in organic chemistry. Indeed, the remarkable property of silver as a single‐electron oxidant has led to its exploitment into the field of radical chemistry. The excellent reactivity and high selectivity exhibited by silver salts in t...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2017-05, Vol.359 (9), p.1422-1502
Main Authors: Fang, Guichun, Cong, Xuefeng, Zanoni, Giuseppe, Liu, Qun, Bi, Xihe
Format: Article
Language:English
Subjects:
Cascades
C–H funtionalization
free radical reactions
mechanistic insights
Minisci reaction
Organic chemistry
Oxidation
perfluoroalkylation
Phosphorus
Radicals
Readers
Reagents
Selectivity
Silver
silver catalysis
single electron transfer (SET) processes
Substrates
Sulfur
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Summary:Silver‐mediated reactions have recently emerged as a frontier area in organic chemistry. Indeed, the remarkable property of silver as a single‐electron oxidant has led to its exploitment into the field of radical chemistry. The excellent reactivity and high selectivity exhibited by silver salts in the activation of different organic substrates place them among the most prominent reagents in free radical reactions. The present review aims to provide the readers with a critical overview of silver‐based radical reactions, especially emphasizing the reactivity, selectivity and a detailed description of the reaction mechanism with particular attention to the role of Ag(I)‐based catalysts/reactants. The selected examples have been classified according to the type of radicals generated, namely carbon‐centered radicals and heteroatom (such as nitrogen, oxygen, phosphorus, sulfur)‐centered radicals. The generation of such radicals as well as their application in synthetic processes including oxidation, addition, coupling, and radical cascades have been described in detail.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201601179