Pyrrole-2-carboxylic acid as a ligand for the Cu-catalyzed reactions of primary anilines with aryl halides.
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.
Altman
Ryan A
RA
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
Anderson
Kevin W
KW
Buchwald
Stephen L
SL
D000814:Aniline Compounds / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D006219:Halogens / Q000737:chemistry*; D006844:Hydrocarbons, Cyclic / Q000737:chemistry*; D015394:Molecular Structure; D011392:Proline / Q000031:analogs & derivatives* / Q000737:chemistry
D000814:Aniline Compounds; D006219:Halogens; D006844:Hydrocarbons, Cyclic; C002986:2-pyrrolecarboxylic acid; D003300:Copper; D011392:Proline