title: Combined C-H functionalization/C-N bond formation route to carbazoles.
abstract: A new method in which a series of substituted carbazoles is efficiently produced by the combination of an amide and an arene is described. The key feature of this method is the palladium-catalyzed tandem directed C-H functionalization and amide arylation. The method tolerates substitution on either ring of the biaryl amide substrates, and the products can be assembled in a simple two-step protocol from readily available reagents. The Pd(0) species generated are reoxidized to Pd(II) in the presence of Cu(OAc)2 and an atmosphere of oxygen.
authors.affiliation: Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
authors.forename: W C Peter
authors.initials: WC
authors.lastname: Tsang
authors.forename: Nan
authors.initials: N
authors.lastname: Zheng
authors.forename: Stephen L
authors.initials: SL
authors.lastname: Buchwald
mesh_terms: D002227:Carbazoles / Q000138:chemical synthesis* / Q000737:chemistry; D002244:Carbon / Q000737:chemistry*; D003500:Cyclization; D006859:Hydrogen / Q000737:chemistry*; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry*
chemical_list: D002227:Carbazoles; D002244:Carbon; D006859:Hydrogen; D009584:Nitrogen