Combined C−H Functionalization/C−N Bond Formation Route to Carbazoles
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- 1 October 2005
- journal article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 127 (42), 14560-14561
- https://doi.org/10.1021/ja055353i
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.Keywords
This publication has 18 references indexed in Scilit:
- Oxidative C−H Activation/C−C Bond Forming Reactions: Synthetic Scope and Mechanistic InsightsJournal of the American Chemical Society, 2005
- Catalysts for Suzuki−Miyaura Coupling Processes: Scope and Studies of the Effect of Ligand StructureJournal of the American Chemical Society, 2005
- Catalytic Coupling of Haloolefins with AnilidesJournal of the American Chemical Society, 2005
- Aerobic Oxidative Amination of Unactivated Alkenes Catalyzed by PalladiumJournal of the American Chemical Society, 2005
- A Rationally Designed Universal Catalyst for Suzuki–Miyaura Coupling ProcessesAngewandte Chemie International Edition, 2004
- Dioxygen-Coupled Oxidative Amination of StyreneJournal of the American Chemical Society, 2003
- Carbazole-containing polymers: synthesis, properties and applicationsProgress in Polymer Science, 2003
- The Double N‐Arylation of Primary Amines: Toward Multisubstituted Carbazoles with Unique Optical PropertiesAngewandte Chemie International Edition, 2003
- Carbazole photorefractive materialsJournal of Materials Chemistry, 1998
- Ortho-alkylation of acetanilides using alkyl halides and palladium acetateJournal of the American Chemical Society, 1984