Journal ArticleDOI
Heck Reactions of α- or β-Substituted Enol Ethers with Aryl Bromides Catalysed by a Tetraphosphane/Palladium Complex – Direct Access to Acetophenone or 1-Arylpropanone Derivatives
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TLDR
In this paper, the Heck reaction with enol ethers with aryl bromides was investigated and it was shown that the rate-limiting step of the catalytic cycle is not the oxidative addition of the aryls bromide to the palladium complex with these substituted enol isopropenyl ethers.About:
This article is published in European Journal of Organic Chemistry.The article was published on 2007-07-01. It has received 23 citations till now. The article focuses on the topics: Enol ether & Heck reaction.read more
Citations
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Journal ArticleDOI
Transition metal-catalyzed direct arylation of substrates with activated sp3-hybridized C-H bonds and some of their synthetic equivalents with aryl halides and pseudohalides.
Fabio Bellina,Renzo Rossi +1 more
TL;DR: New, effective, and more environmentallybenignmethodologiesfortheformation of(cyclo)alkyl-aryl bonds, which require a reduced number of synthetic operations, have emerged as valuable alternatives to the conventional cross-coupling reactions.
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Regioselective synthesis of 2,3,4- or 2,3,5-trisubstituted pyrroles via [3,3] or [1,3] rearrangements of O-vinyl oximes.
Heng Yen Wang,Daniel Mueller,Rachna M. Sachwani,Rachel Kapadia,Hannah N. Londino,Laura L. Anderson +5 more
TL;DR: Optimization and scope of the O-allyl oxime isomerization and subsequent pyrrole formation are discussed and mechanistic pathways are proposed.
Journal ArticleDOI
Synthesis of Carboxylic Acids by Palladium-Catalyzed Hydroxycarbonylation.
Rui Sang,Peter Kucmierczyk,Ricarda Dühren,Rauf Razzaq,Dong Kaiwu,Jie Liu,Robert Franke,Ralf Jackstell,Matthias Beller +8 more
TL;DR: An aqueous phase protocol that allows all kinds of olefins including a wide range of sterically hindered and demanding tetra-, tri- and 1,1-disubstituted as well as terminal alkenes to be converted to the corresponding carboxylic acids in excellent yields is presented for the first time.
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Sodium 2-(2-pyridin-3-ylethylamino)ethyl sulfonate : an efficient ligand and base for palladium-catalyzed Suzuki reaction in aqueous media
TL;DR: PdCl2, N-donor ligand and base mediated Suzuki coupling reaction of aryl halides and aryLboronic acid in water are described and corresponding Suzuki products were obtained in good to excellent yields.
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Synthesis of benzo-fused heterocycles by intramolecular α-arylation of ketone enolate anions.
TL;DR: An intramolecular C(Ar)-C(Ar) coupling led to the formation of five- and six-member benzo-fused heterocycles when an aromatic amide anion is competitively formed.
References
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Journal ArticleDOI
The heck reaction as a sharpening stone of palladium catalysis.
TL;DR: s, or keywords if they used Heck-type chemistry in their syntheses, because it became one of basic tools of organic preparations, a natural way to make organic preparations.
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Palladium-Catalyzed Coupling Reactions of Aryl Chlorides
Adam F. Littke,Gregory C. Fu +1 more
TL;DR: This review summarizes both the seminal early work and the exciting recent developments in the area of palladium-catalyzed couplings of aryl chlorides.
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The potential of palladacycles: more than just precatalysts
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A versatile catalyst for Heck reactions of aryl chlorides and aryl bromides under mild conditions.
Adam F. Littke,Gregory C. Fu +1 more
TL;DR: In the presence of Cy2NMe, Pd/P(t-Bu)3 serves as an exceptionally mild and versatile catalyst for Heck reactions of aryl chlorides and bromides, representing an advance over previously reported catalysts for these Heck coupling processes.
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High‐Turnover Palladium Catalysts in Cross‐Coupling and Heck Chemistry: A Critical Overview
TL;DR: In this article, the problems associated with developing high-turnover catalysts for the cross-coupling and Heck reactions are discussed, and a review of new developments in the area, principally constituted by palladacycles and coordinatively unsaturated Pd catalysts featuring bulky phosphanes of high donicity, are reviewed from a mechanistic and synthetic standpoint.
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