title: Regioselective dicouplings: application to differentially substituted pyrroles.
abstract: [reaction: see text] In an effort to develop a more concise route to differentially substituted pyrroles (such as that found in the lamellarins), a completely regioselective one-pot double Suzuki coupling has been discovered. The key feature is the use of a ligand-free palladium catalyst under optimized conditions, which results only in coupling of the C5 bromide. At this point, addition of a second boronic acid and a phosphine ligand enables coupling at the remaining C4 bromide.
authors.affiliation: Department of Chemistry, State University of New York at Binghamton, Binghamton, New York 13902, USA. shandy@mtsu.edu
authors.forename: Scott T
authors.initials: ST
authors.lastname: Handy
authors.forename: Jesse J
authors.initials: JJ
authors.lastname: Sabatini