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Cu-catalyzed cyanomethylation of imines and α,β-alkenes with acetonitrile and its derivatives.

ABSTRACT: We describe copper-catalyzed cyanomethylation of imines and α,β-alkenes with a methylnitrile source and provide an efficient route to synthesize arylacrylonitriles and β,γ-unsaturated nitriles. This method tolerates aliphatic and aromatic alkenes substituted with a variety of functional groups such as F, Cl, Br, Me, OMe, tert-Bu, NO₂, NH₂ and CO₂H with good to excellent yields (69-98%). These systems consist of inexpensive, simple copper catalyst and acetonitrile with its derivatives (α-bromo/α-iodo-acetonitrile) and are highly applicable in the industrial production of acrylonitriles.

SUBMITTER: Ahmad MS

PROVIDER: S-EPMC8694676 | biostudies-literature | 2021 Jan

REPOSITORIES: biostudies-literature

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Cu-catalyzed cyanomethylation of imines and α,β-alkenes with acetonitrile and its derivatives.

Ahmad Muhammad Siddique MS Ahmad Atique A

RSC advances 20210128 10

We describe copper-catalyzed cyanomethylation of imines and α,β-alkenes with a methylnitrile source and provide an efficient route to synthesize arylacrylonitriles and β,γ-unsaturated nitriles. This method tolerates aliphatic and aromatic alkenes substituted with a variety of functional groups such as F, Cl, Br, Me, OMe, tert-Bu, NO2, NH2 and CO2H with good to excellent yields (69-98%). These systems consist of inexpensive, simple copper catalyst and aceto ...[more]

PMID: 35423113

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