One-Pot Reductive Mono-N-alkylation of Aniline and Nitroarene Derivatives Using Aldehydes

One-pot reductive mono-N-alkylation of aniline and nitroarene derivatives using various aldehydes by Pd/C catalyst in aqueous 2-propanol solvent with ammonium formate as in situ hydrogen donor is illustrated. The reaction proceeded smoothly and selectively with excellent yield at room temperature. O...

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Bibliographic Details
Published in:Journal of organic chemistry 2007-12, Vol.72 (25), p.9815-9817
Main Authors: Byun, Eunyoung, Hong, Bomi, De Castro, Kathlia A, Lim, Minkyung, Rhee, Hakjune
Format: Article
Language:English
Subjects:
Aldehydes - chemistry
Alkylation
Amines - chemical synthesis
Aniline Compounds - chemical synthesis
Aniline Compounds - chemistry
Carbon - chemistry
Catalysis
Chemistry
Exact sciences and technology
Molecular Structure
Nitrobenzenes - chemistry
Noncondensed benzenic compounds
Organic chemistry
Oxidation-Reduction
Palladium - chemistry
Preparations and properties
Stereoisomerism
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Summary:One-pot reductive mono-N-alkylation of aniline and nitroarene derivatives using various aldehydes by Pd/C catalyst in aqueous 2-propanol solvent with ammonium formate as in situ hydrogen donor is illustrated. The reaction proceeded smoothly and selectively with excellent yield at room temperature. Our protocol presents a facile, economical, and environmentally benign alternative for reductive amination.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo701503q