Recent advances in aryl–aryl bond formation by direct arylation
Top Cited Papers
- 22 May 2009
- journal article
- review article
- Published by Royal Society of Chemistry (RSC) in Chemical Society Reviews
- Vol. 38 (8), 2447-2464
- https://doi.org/10.1039/b805701j
Abstract
The abundance of the biaryl structural motif in natural products, in biologically active molecules and in materials chemistry has positioned aryl–aryl (Ar–Ar) bond formation high on the agenda of synthetic chemists. For decades well-known reactions such as the Mizoroki–Heck and Suzuki–Miyaura have been the methods of choice to furnish biaryls. More recently, however, alternative methods, most notably direct arylation via C–H activation, have become the focus of many research groups. Compared to traditional methods, direct arylation affords Ar–Ar compounds in fewer steps by removing the need for prefunctionalisation. Furthermore, given that either one or two hydrogens are targeted, less waste and good atom economy are features of this methodology. This critical review covers, in the main part, reports from January 1, 2006, to October 22, 2008 (117 references).Keywords
This publication has 100 references indexed in Scilit:
- Rh(I)-Catalyzed Direct Arylation of Pyridines and QuinolinesJournal of the American Chemical Society, 2008
- Palladium-Catalyzed Direct Arylation of Nitro-Substituted Aromatics with Aryl HalidesOrganic Letters, 2008
- Direct Transition-Metal-Free Intramolecular Arylation of PhenolsOrganic Letters, 2008
- Insights into Directing Group Ability in Palladium-Catalyzed C−H Bond FunctionalizationJournal of the American Chemical Society, 2008
- Rhodium-Catalyzed Regioselective C−H Functionalization via Decarbonylation of Acid Chlorides and C−H Bond Activation under Phosphine-Free ConditionsJournal of the American Chemical Society, 2008
- Twofold C−H Functionalization: Palladium-Catalyzed Ortho Arylation of AnilidesOrganic Letters, 2008
- Rh(I)-Catalyzed Arylation of Heterocycles via C−H Bond Activation: Expanded Scope through Mechanistic InsightJournal of the American Chemical Society, 2008
- C−C Bond Formation via Double C−H Functionalization: Aerobic Oxidative Coupling as a Method for Synthesizing Heterocoupled BiarylsOrganic Letters, 2007
- Synthesis of Fused Polycycles by 1,4-Palladium Migration ChemistryThe Journal of Organic Chemistry, 2004
- The Preparation of Cyclopentadienyl [o-(Phenylazo)Phenyl]NickelJournal of the American Chemical Society, 1963