Metal-free visible-light-induced aerobic oxidation of α-diazoesters leading to α-ketoesters in air

Abstract

A metal-free and visible-light-promoted strategy has been achieved for the construction of α-ketoesters via aerobic oxidation of α-diazoesters with dioxygen in air at room temperature. Using cheap, readily available Eosin...

B(C6F5)3-catalyzed oxidation of α-diazoesters using DMF and molecular oxygen as oxygen sources

“…1a). 10 Research on the aerobic oxidation of α-diazoesters especially by non-metal catalysts still has space for exploration.…”

Electrochemical two-electron oxygen reduction reaction (ORR) induced aerobic oxidation of α-diazoesters

“…Furthermore, stoichiometric amounts of strong oxidants are needed, which greatly limits the wide application of these methods, especially in late-stage functionalization. Very recently, some other groups 10,11 realized the catalytic oxidative denitrogenation of α-diazoesters using molecular oxygen as oxidant which significantly simplified the process. However, toxic metal and unstable dye photocatalysts are still limit these reaction classes and leave room for further development in a sustainable manner.…”

Synergistic Visible Light and Pd-Catalyzed C–H Alkylation of 1-Naphthylamines with α-Diazoesters

“…On the other hand, as a class of featured substrates, the diazo compounds have been identified as excellent materials in photocatalytic transformations by acting as carbene donors via nitrogen extrusion . For example, depending on the structure of reaction partners, the diazo compounds have been efficiently used for the synthesis of functionalized allenes, diversely functionalized esters, heterocycles, full carbon cyclic compounds, and functionalized alkane derivatives resulting from alkene difunctionalization, to list but a few. These reactions, however, usually take place via unsaturated chemical bond functionalization, cycloaddition, directed diazo oxidation, and transformation on other functional groups.…”