Pyrrole-2-carboxylic acid as a ligand for the Cu-catalyzed reactions of primary anilines with aryl halides.

doi:10.1021/jo8008676

Paper

Pyrrole-2-carboxylic acid as a ligand for the Cu-catalyzed reactions of primary anilines with aryl halides.

Published Jun 11, 2008 · Ryan A. Altman, K. Anderson, S. Buchwald

The Journal of organic chemistry

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Abstract

Pyrrole 2-carboxylic acid (L5) was found to be an effective ligand for the Cu-catalyzed monoarylation of anilines with aryl iodides and bromides. Under the reported conditions (10% CuI/20% L5/DMSO/K3PO 4/80-100 degrees C/20-24 h), a variety of useful functional groups were tolerated, and moderate to good yields of the diaryl amine products were obtained.

Study Snapshot

Pyrrole-2-carboxylic acid (L5) effectively acts as a ligand for Cu-catalyzed monoarylation of anilines with aryl halides, yielding moderate to good yields of diaryl amine products.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Pyrrole-2-carboxylic acid as a ligand for the Cu-catalyzed reactions of primary anilines with aryl halides.

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References

Citations

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Copper-catalyzed biaryl amines can be achieved under milder conditions, with room temperature capability, by coupling (hetero)aryl bromides with anilines.

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A CuI/N-carbazolyl-1H-pyrrole-2-carbohydrazide catalyst system efficiently enables the N-arylation of cyclopropylamine at room temperature, producing N-aryl cyclopropylamines in moderate to excellent yields.

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