Functionalized imidazolium salt: an efficient catalyst for Buchwald–Hartwig type C–N cross-coupling of (hetero)aryl chlorides/bromides with amines under solvent-, inert gas-, and base-free ambience

The intermingling of novel imidazolium salt (HL 1 -Br) and Cu(OAc) 2 has been marked down as a highly efficient catalytic system for Buchwald–Hartwig-type C–N coupling of a variety of amines with (hetero) aryl bromides/chlorides. In contrast to the whole realm of C−N coupling, the developed protocol...

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Bibliographic Details
Published in:New journal of chemistry 2022-12, Vol.46 (47), p.22841-22848
Main Authors: Gautam, Deepak, Gahlaut, Puneet Singh, Yadav, Kapil, Jana, Barun
Format: Article
Language:English
Subjects:
Ambience
Amines
Aromatic compounds
Bromides
Bromine
Chlorides
Cross coupling
Rare gases
Solvents
Substrates
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Summary:The intermingling of novel imidazolium salt (HL 1 -Br) and Cu(OAc) 2 has been marked down as a highly efficient catalytic system for Buchwald–Hartwig-type C–N coupling of a variety of amines with (hetero) aryl bromides/chlorides. In contrast to the whole realm of C−N coupling, the developed protocol is facilitated under base-, solvent-, and inert-gas-free conditions. The established NHC-based imidazolium salt 3-(2-(2-methoxyphenyl)-2-oxoethyl)-1-(pyridin-2-yl)-1 H -imidazo-3-ium bromide (HL 1 -Br) along with Cu cooperate to undergo various types of diversification. This broadens the range of C–N coupling in numerous applications and gives rise to innovative solutions for challenges in catalytic, synthetic chemistry and drug discovery. The developed reaction proceeds at 110 °C and produces a broad spectrum of substrates in good to excellent yields.
ISSN:1144-0546
1369-9261
DOI:10.1039/D2NJ04254A