Triazole-Based Monophosphines for Suzuki−Miyaura Coupling and Amination Reactions of Aryl Chlorides
- 24 September 2005
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 7 (22) , 4907-4910
- https://doi.org/10.1021/ol051844w
Abstract
A new class of triazole-based monophosphine 1 (ClickPhos) has been prepared via efficient 1,3-dipolar cycloadditions of readily available azides and acetylenes. Palladium complexes derived from these ligands provide highly active catalysts for Suzuki−Miyaura coupling and amination reactions of aryl chlorides.Keywords
This publication has 53 references indexed in Scilit:
- Catalysts for Suzuki−Miyaura Coupling Processes: Scope and Studies of the Effect of Ligand StructureJournal of the American Chemical Society, 2005
- Copper(I)-Catalyzed Synthesis of Azoles. DFT Study Predicts Unprecedented Reactivity and IntermediatesJournal of the American Chemical Society, 2004
- Application of a New Bicyclic Triaminophosphine Ligand in Pd-Catalyzed Buchwald−Hartwig Amination Reactions of Aryl Chlorides, Bromides, and IodidesThe Journal of Organic Chemistry, 2003
- Orthopalladated and ‐platinated Bulky Triarylphosphite Complexes: Synthesis, Reactivity and Application as High‐Activity Catalysts for Suzuki and Stille Coupling ReactionsChemistry – A European Journal, 2003
- The Role of Ligand Transformations on the Performance of Phosphite- and Phosphinite-Based Palladium Catalysts in the Suzuki ReactionOrganometallics, 2003
- Palladium-Catalyzed Coupling Reactions of Aryl ChloridesAngewandte Chemie International Edition in English, 2002
- Simple Mixed Tricyclohexylphosphane–Triarylphosphite Complexes as Extremely High-Activity Catalysts for the Suzuki Coupling of Aryl ChloridesAngewandte Chemie International Edition in English, 2002
- A Stepwise Huisgen Cycloaddition Process: Copper(I)-Catalyzed Regioselective “Ligation” of Azides and Terminal AlkynesAngewandte Chemie International Edition in English, 2002
- Suzuki−Miyaura Cross-Coupling Reactions Mediated by Palladium/Imidazolium Salt SystemsOrganometallics, 2002
- Palladium-Catalyzed Cross-Coupling Reactions of Organoboron CompoundsChemical Reviews, 1995