Aerobic
Copper-Promoted Radical-Type Cleavage of Coordinated
Cyanide Anion: Nitrogen Transfer to Aldehydes To Form Nitriles
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Abstract
We
have disclosed for the first time the copper-promoted CN
triple bond cleavage of coordinated cyanide anion under a dioxygen
atmosphere, which enables a nitrogen transfer to various aldehydes.
Mechanistic study of this unprecedented transformation suggests that
the single electron-transfer process could be involved in the overall
course. This protocol provides a new cleavage pattern for the cyanide
ion and would eventually lead to a more useful synthetic pathway to
nitriles from aldehydes