Journal ArticleDOI
Carboxylic acids as substrates in homogeneous catalysis.
TLDR
This review provides an overview of interesting catalytic transformations of carboxylic acids and a number of derivatives accessible from them in situ to provide an invitation to complement, refine, and use these new methods in organic synthesis.Abstract:
In organic molecules carboxylic acid groups are among the most common functionalities Activated derivatives of carboxylic acids have long served as versatile connection points in derivatizations and in the construction of carbon frameworks In more recent years numerous catalytic transformations have been discovered which have made it possible for carboxylic acids to be used as building blocks without the need for additional activation steps A large number of different product classes have become accessible from this single functionality along multifaceted reaction pathways The frontispiece illustrates an important reason for this: In the catalytic cycles carbon monoxide gas can be released from acyl metal complexes, and gaseous carbon dioxide from carboxylate complexes, with different organometallic species being formed in each case Thus, carboxylic acids can be used as synthetic equivalents of acyl, aryl, or alkyl halides, as well as organometallic reagents This review provides an overview of interesting catalytic transformations of carboxylic acids and a number of derivatives accessible from them in situ It serves to provide an invitation to complement, refine, and use these new methods in organic synthesisread more
Citations
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Journal ArticleDOI
Transition-metal-catalyzed direct arylation of (hetero)arenes by C-H bond cleavage.
TL;DR: P palladium and ruthenium catalysts have been described that enable the direct arylation of (hetero)arenes with challenging coupling partners--including electrophilic aryl chlorides and tosylates as well as simple arenes in cross-dehydrogenative arylations.
Journal ArticleDOI
Oxidative Coupling of Aromatic Substrates with Alkynes and Alkenes under Rhodium Catalysis
Tetsuya Satoh,Masahiro Miura +1 more
TL;DR: Aromatic substrates with oxygen- and nitrogen-containing substituents undergo oxidative coupling with alkynes and alkenes under rhodium catalysis through regioselective C-H bond cleavage, creating fused-ring systems through these reactions.
Journal ArticleDOI
Decarboxylative coupling reactions: a modern strategy for C–C-bond formation
Nuria Rodríguez,Lukas J. Goossen +1 more
TL;DR: This critical review examines transition metal-catalyzed decarboxylative couplings that have emerged within recent years as a powerful strategy to form carbon-carbon or carbon-heteroatom bonds starting from carboxylic acids.
Journal ArticleDOI
Recent Advances in Transition-Metal-Catalyzed Functionalization of Unstrained Carbon–Carbon Bonds
Journal ArticleDOI
Metal-Catalyzed Decarboxylative C–H Functionalization
TL;DR: An overview of the utility of decarboxylative C-H bond functionalization in the synthesis of various organic compounds, such as styrenes, chalcones, biaryls, and heterocycles, is offered, covering most of the recent advances.
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.
BookDOI
Handbook of organopalladium chemistry for organic synthesis
TL;DR: Palladium-CATALYZED Reactions Involving Nucleophilic Attack on -Ligands of Palladium-Alkene, PalladiumAlkyne, and Related Derivatives as mentioned in this paper.
Journal ArticleDOI
N-methoxy-n-methylamides as effective acylating agents
Steven Nahm,Steven M. Weinreb +1 more
TL;DR: Readily preparable N-methoxy-N-methylamides couple in good yields with Grignard and organolithium reagents to produce ketones, and are reduced with hydrides to afford aldehydes.
Journal ArticleDOI
Anionic Pd(0) and Pd(II) intermediates in palladium-catalyzed Heck and cross-coupling reactions.
Christian Amatore,Anny Jutand +1 more
TL;DR: The anion ligated to the palladium(0) affects the kinetics of the oxidative addition to ArI as well as the structure and reactivity of the arylpalladium(II) complexes produced in this reaction.
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Decarboxylative coupling reactions: a modern strategy for C–C-bond formation
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