title: Palladium-catalyzed cross-coupling of pyrrole anions with aryl chlorides, bromides, and iodides.
abstract: [reaction: see text] A general method for the conversion of pyrrole anions to 2-arylpyrroles has been developed. Using a palladium precatalyst and sterically demanding 2-(dialkylphosphino)biphenyl ligands, (pyrrolyl)zinc chloride may be cross-coupled with a wide range of aryl halides, including aryl chlorides and aryl bromides, at low catalyst loadings and under mild conditions. A high degree of steric hindrance is tolerated. Certain ring-substituted pyrrole anions have also been arylated with aryl bromide substrates.
authors.affiliation: Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, Massachusetts 02139, USA.
authors.forename: Ryan D
authors.initials: RD
authors.lastname: Rieth
authors.forename: Neal P
authors.initials: NP
authors.lastname: Mankad
authors.forename: Elisa
authors.initials: E
authors.lastname: Calimano
authors.forename: Joseph P
authors.initials: JP
authors.lastname: Sadighi