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.
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
Ryan A
RA
Altman
Kevin W
KW
Anderson
Stephen L
SL
Buchwald
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