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Literature DB >> 18358038

Alpha-arylation of esters catalyzed by the Pd(I) dimer {[P(t-Bu)3]PdBr}2.

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.

Entities: Chemical

Mesh：

Substances：
Esters
Palladium

Year: 2008 PMID： 18358038 DOI： 10.1021/ol8002578

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

6 in total

1. Palladium(III) in Synthesis and Catalysis.

Authors: David C Powers; Tobias Ritter
Journal: Top Organomet Chem Date: 2011-01-01 Impact factor: 1.311

2. Palladium-catalyzed chemoselective direct α-arylation of carbonyl compounds with chloroaryl triflates at the C-Cl site.

Authors: Zicong Chen; Changxue Gu; On Ying Yuen; Chau Ming So
Journal: Chem Sci Date: 2022-03-16 Impact factor: 9.969

Alpha-arylation of esters catalyzed by the Pd(I) dimer {[P(t-Bu)3]PdBr}2.

1. Palladium(III) in Synthesis and Catalysis.

2. Palladium-catalyzed chemoselective direct α-arylation of carbonyl compounds with chloroaryl triflates at the C-Cl site.

3. Selective monoarylation of acetate esters and aryl methyl ketones using aryl chlorides.

4. Synthesis of 5,5-disubstituted butenolides based on a Pd-catalyzed gamma-arylation strategy.

5. Evolution of a fourth generation catalyst for the amination and thioetherification of aryl halides.

6. Palladium-catalyzed α-arylation of zinc enolates of esters: reaction conditions and substrate scope.