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Transition metal-catalyzed cross-coupling reactions have proved to be powerful tools for carbon–carbon as well as carbon–heteroatom bond formation in the development of synthetic methodologies for applications ranging from pharmaceuticals to materials. This book, consisting of an editorial, two reviews and two articles, focuses on recent promising research and novel trends in the field of cross-coupling reactions, employing a range of different catalysts. A review by Kostas and Steele provides a survey of the research in the area of cross-coupling catalytic reactions with transition metal complexes based on the thiosemicarbazone unit and a discussion of the prospects for future developments. Another review by Polychronopoulou, Shaya and co-authors describes the progress made over the 21st century concerning the utilization of C(sp3)–organoboranes as partners in metal-catalyzed C(sp3)–C(sp2) cross-couplings, such as B-alkyl Suzuki–Miyaura reactions. The article by Waldvogel, Breinbauer and co-authors demonstrates for the first time the synthetic potential of combining the electro-oxidative dehydrogenative cross coupling of ortho-substituted phenols with Pd-catalyzed cross-coupling reactions. In the second article, Štĕpnička and co-workers describe the preparation of palladium catalysts deposited over silica gel-bearing composite amide-donor functional moieties on the surface, which were evaluated in the Sonogashira-type cross-coupling of acyl chlorides with terminal alkynes.

Technology: general issues --- Suzuki–Miyaura cross-couplings --- C(sp3) –C(sp2) --- alkylboron reagents --- metal catalysis --- alpha-helix --- anode --- CH-activation --- cross-coupling --- electrosynthesis --- oligoarene --- peptidomimetics --- phenol --- protein-protein interactions --- triflate --- thiosemicarbazone --- metal complex --- transition metal catalysis --- cross-coupling reaction --- Heck reaction --- Suzuki reaction --- Sonogashira reaction --- Kumada reaction --- Buchwald–Hartwig reaction --- deposited catalysts --- palladium --- functional amides --- alkynyl ketone synthesis --- n/a --- Suzuki-Miyaura cross-couplings --- C(sp3) -C(sp2) --- Buchwald-Hartwig reaction

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The amide bond represents a privileged motif in chemistry. The recent years have witnessed an explosion of interest in the development of new chemical transformations of amides. These developments cover an impressive range of catalytic N–C bond activation in electrophilic, Lewis acid, radical, and nucleophilic reaction pathways, among other transformations. Equally relevant are structural and theoretical studies that provide the basis for chemoselective manipulation of amidic resonance. This monograph on amide bonds offers a broad survey of recent advances in activation of amides and addresses various approaches in the field.

N-heterocyclic carbene --- non planar amide --- ruthenium (Ru) --- physical organic chemistry --- gemcitabine prodrug --- pyramidal amides --- bridged sultams --- catalysis --- dipeptides --- N-(1-naphthyl)acetamide --- C-N ? bond cleavage --- steric effects --- peptide bond cleavage --- transition-metal-free --- palladium --- N-heterocyclic carbenes (NHCs) --- addition reaction --- C–O activation --- rhodium --- metal complexes --- carbanions --- thioamidation --- amide bond --- intramolecular catalysis --- antiviral activity --- additivity principle --- pre-catalysts --- C–N bond cleavage --- bridged lactams --- C–H acidity --- arynes --- twisted amides --- organic synthesis --- amination --- Suzuki-Miyaura --- tert-butyl --- cyclopentadienyl complexes --- C-S formation --- enzymes --- DFT study --- sulfonamide bond --- N --- HERON reaction --- primaquine --- entropy --- amide activation --- amidation --- synthesis --- amide hydrolysis --- carbonylicity --- amide bond activation --- amide bond resonance --- aminosulfonylation --- molecular dynamics --- model compound --- in situ --- amide --- homogeneous catalysis --- heterocycles --- anomeric effect --- multi-component coupling reaction --- kinetic --- excited state --- C–H bond cleavage --- palladium catalysis --- amides --- thiourea --- formylation --- alkynes --- cis/trans isomerization --- amide C–N bond activation --- intein --- C-H functionalization --- succindiamide --- amide bonds --- crown ether --- aminoacylation --- directing groups --- cytostatic activity --- reaction thermodynamics --- acyl transfer --- transition metals --- N-dimethylformamide --- DMAc --- acylative cross-coupling --- C-H/C-N activation --- nickel catalysis --- antibacterial screening --- sodium --- aryl thioamides --- Winkler-Dunitz parameters --- catalyst --- N-dimethylacetamide --- base-catalyed hydrolysis --- nitrogen heterocycles --- cross-coupling --- insertion --- amidicity --- nitro-aci tautomerism --- activation --- carbonylation --- transamidation --- amine --- distortion --- Pd-catalysis --- rotational barrier energy --- hypersensitivity --- N–C activation --- metabolic stability --- [2+2+2] annulation --- twisted amide --- protease --- cyanation --- amide resonance --- trialkylborane --- catalysts --- biofilm eradication --- pharmacokinetics --- pancreatic cancer cells --- DMF --- aryl esters --- Michael acceptor --- fumardiamide --- water solvation --- ester bond activation --- cyclization --- nuclear magnetic resonance --- secondary amides --- reaction mechanism --- density functional theory --- density-functional theory --- amino acid transporters