α-Arylation of Esters Catalyzed by the Pd(I) Dimer {[P(t-Bu)3]PdBr}2
- 22 March 2008
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 10 (8), 1545-1548
- https://doi.org/10.1021/ol8002578
Abstract
Conditions for the coupling of bromoarenes with esters using a single base and catalyst with improved turnover numbers are described. These general conditions were made possible by using the Pd(I) catalyst {[P(t-Bu)3]PdBr}2. Reactions of acetates, propionates, and isobutyrates are presented, and reactions of all three classes of esters on a 10 g scale are described.Keywords
This publication has 19 references indexed in Scilit:
- Palladium-Catalyzed Arylation of Trimethylsilyl Enolates of Esters and Imides. High Functional Group Tolerance and Stereoselective Synthesis of α-Aryl Carboxylic Acid DerivativesJournal of the American Chemical Society, 2004
- Palladium-Catalyzed α-Arylation of Esters and Amides under More Neutral ConditionsJournal of the American Chemical Society, 2003
- Palladium-Catalyzed α-Arylation of Carbonyl Compounds and NitrilesAccounts of Chemical Research, 2003
- Efficient Synthesis of α-Aryl Esters by Room-Temperature Palladium-Catalyzed Coupling of Aryl Halides with Ester EnolatesJournal of the American Chemical Society, 2002
- Direct Arylation via Cleavage of Activated and Unactivated C-H BondsPublished by Springer Nature ,2002
- Palladium-Catalyzed α-Arylation of EstersJournal of the American Chemical Society, 2001
- Simple, Highly Active Palladium Catalysts for Ketone and Malonate Arylation: Dissecting the Importance of Chelation and Steric HindranceJournal of the American Chemical Society, 1999
- Palladium-Catalyzed Direct α-Arylation of Ketones. Rate Acceleration by Sterically Hindered Chelating Ligands and Reductive Elimination from a Transition Metal Enolate ComplexJournal of the American Chemical Society, 1997
- Palladium-Catalyzed α-Arylation of KetonesJournal of the American Chemical Society, 1997
- Palladium‐Catalyzed Regioselective Mono‐ and Diarylation Reactions of 2‐Phenylphenols and Naphthols with Aryl HalidesAngewandte Chemie International Edition in English, 1997