Strike while the iron is hot: An efficient iron-catalyzed protocol for S-arylation of aromatic and heteroaromatic thiol derivatives has been developed, which involves an inexpensive catalyst system formed by combining FeCl3 N,N′-dimethylethylenediamine at 135 °C. This method avoids use expensive and/or air-sensitive ligands provides in most cases desired sulfide high yields.

Metal-catalyzed reductive coupling reactions of aryl halides and (pseudo)halides with carbonyl-type compounds have undergone an impressive development within the last years. These methodologies shown to be a powerful alternate strategy, practicality aside, use stoichiometric, well-defined, and, in some cases, air-sensitive organometallic species. In this Minireview, recent findings field are summarized, particular emphasis on mechanistic interpretation results future aspects area expertise.

A novel protocol for the direct carbon dioxide insertion (CO(2)) into aryl halides in a catalytic manner is presented herein. Unlike other carboxylation methods using CO(2), there no need synthesis of corresponding organometallic intermediates. Additionally, and contrast to well-established carbonylation processes, our does not use highly toxic CO preparation benzoic acids. Furthermore, this method distinguished by its mild conditions, allowing tolerance wide range functional groups...

In recent years a significant progress has been made for the carboxylation of aryl and benzyl halides with CO2, becoming convenient alternatives to use stoichiometric amounts well-defined metal species. Still, however, most these processes require pyrophoric air-sensitive reagents current methods are mostly restricted organic halides. Therefore, discovery mild, operationally simple alternate that occurs wide substrate scope employing readily available coupling partners will be highly...

A novel Ni-catalyzed carboxylation of benzyl halides with CO2 has been developed. The described reaction proceeds under mild conditions (atmospheric pressure) at room temperature. Unlike other routes for similar means, our method does not require well-defined and sensitive organometallic reagents thus is a user-friendly operationally simple protocol assembling phenylacetic acids.

Homeopathic doses: The presence of 0.001 mol % a copper salt can be sufficient to catalyze arylation reactions various nucleophiles with phenyl iodide. two most important factors governing the reaction outcome are ligand quantity and temperature.

Easy does it! A simple procedure for the N-arylation of nitrogen-containing heterocycles and primary amides relies on a catalyst formed in situ from inexpensive environmentally benign FeCl3 diamine ligand. The cross-coupling reaction with aryl halides provides N-arylated compounds high yields (see scheme; R=H, Cl, Me, OMe, CO2Et, F, CF3).

With an iron will: Terminal alkynes undergo reaction with aryl and heteroaryl iodides in the presence of catalyst formed from FeCl3 N,N′-dimethylethylenediamine (dmeda, see scheme). The method displays a broad substrate scope is economical, environmentally friendly, experimentally simple. A "one-pot" Sonogashira/intramolecular hydroalkoxylation has also been achieved by this method. Supporting information for article available on WWW under...

Low-price coupling: A versatile, practical, and cost-efficient iron-catalyzed O-arylation protocol is applied to the synthesis of a variety diaryl ethers, which are formed in high yields. Best results were obtained by using FeCl3 β-diketo ligand. Supporting information for this article available on WWW under http://www.wiley-vch.de/contents/jc_2002/2008/z704018_s.pdf or from author. Please note: The publisher not responsible content functionality any supporting supplied authors. Any queries...

Simplified access: Substituted benzolactones can be obtained in one step by a Pd-catalyzed ligand-accelerated C(sp3)H bond-activation/C(sp3)O bond-formation protocol. This step-economical approach enables the preparation of with wide variety functional groups and different substitution patterns. The method is characterized its simplicity avoidance protecting groups.

The mechanism of the enantioselective 1,4-addition Grignard reagents to alpha,beta-unsaturated carbonyl compounds promoted by copper complexes chiral ferrocenyl diphosphines is explored through kinetic, spectroscopic, and electrochemical analysis. On basis these studies, a structure active catalyst proposed. roles solvent, halide, reagent have been examined. Kinetic studies support reductive elimination as rate-limiting step in which catalyst, substrate, are involved. thermodynamic...

Abstract Versatile, simple and inexpensive ligand‐free, copper‐catalyzed N ‐arylations of sulfoximines nitrogen‐containing heterocycles have been developed affording ‐arylated products in high yields.

Heißes Eisen: Die eisenkatalysierte S-Arylierung von aromatischen und heteroaromatischen Thiolen gelingt effizient bei 135 °C mit einem billigen Katalysatorsystem aus FeCl3 N,N′-Dimethylethylendiamin. Teure und/oder luftempfindliche Liganden sind nicht erforderlich, die gewünschten Sulfide entstehen meist in hohen Ausbeuten. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2001/2008/z705668_s.pdf or from author. Please note: The...

Iron can do it too! A novel, experimentally simple procedure for the N-arylation of primary amides with aryl iodides involving an in situ formed iron-based catalyst is reported. The success reaction relies on use cheap and environmentally friendly FeCl3 combination inexpensive diamine ligand as system (see scheme).

A novel Ni-catalyzed reductive amidation of C(sp2)–O and C(sp3)–O electrophiles with isocyanates is described. This umpolung reaction allows for an unconventional preparation benzamides using simple starting materials easy-to-handle Ni catalysts.

A new catalyst system for the intramolecular acylation of aldehydes with aryl bromides via C−H functionalization is described. The transformation distinguished by a remarkable functional group tolerance and hence allows synthesis wide variety highly functionalized benzocyclobutenones diverse set substitution patterns from simple easily accessible precursors.

A novel approach to the synthesis of indoline derivatives is presented. The key cyclization step features phenyliodine(III) bis(trifluoroacetate)- (PIFA-) mediated formation a N-acylnitrenium ion and its succeeding intramolecular trapping by olefin fragment. In addition, difunctionalization alkene moiety achieved since in situ generation an additional hydroxy group at terminal position original double bond accompanies C−N formation.

Abstract An inexpensive and experimentally simple, iron‐catalyzed N ‐arylation reaction of NH ‐sulfoximines with aryl iodides is reported. This complementary method to the known palladium‐ copper‐catalyzed ones features use a combination environmentally friendly FeCl 3 N,N′ ‐dimethylethylenediamine (DMEDA) as catalytic system allows efficient preparation various ‐arylsulfoximines in high yields.

The direct α-arylation of cyclic and acyclic ethers with azoles has been achieved, which features a novel iron-catalyzed cross-dehydrogenative coupling (CDC) process.

Cobalt-catalyzed selective α-alkylation and α-heteroarylation processes of α-amino esters peptide derivatives are described. These cross-dehydrogenative reactions occur under mild conditions allow for the rapid assembly structurally diverse carbonyl compounds. Unlike enolate chemistry, these methods distinguished by their site-specificity, without racemization existing chiral centers, exhibit total selectivity aryl glycine motifs over other amino acid units, hence providing ample...

Activation à la carte: The direct arylation of heteroarenes was accomplished by employing aromatic esters as effective coupling partners under nickel catalysis (see scheme; Z=O, S). key process implies an unconventional and unprecedent Ni-catalyzed decarbonylative utilizing cost-efficient catalysts.

The synthesis of a series N,N'-disubstituted indazolone derivatives starting from methyl anthranilates is presented. This general approach features novel and easy way for access to the target N-heterocycles by formation new N-N single bond. key cyclization step embraces an N-acylnitrenium intermediate, mediated hypervalent iodine reagent PIFA, its succeeding intramolecular trapping amine moiety under rather mild experimental conditions.

Ein einfaches Verfahren für die N-Arylierung von Stickstoffheterocyclen und primären Amiden setzt auf einen Katalysator, der in situ aus kostengünstigem umweltfreundlichem FeCl3 einem Diaminliganden gebildet wird. Die Kreuzkupplung mit Halogenarenen liefert N-arylierte Produkte hohen Ausbeuten (siehe Schema; R=H, Cl, Me, OMe, CO2Et, F, CF3). Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2001/2007/z703299_s.pdf or from author. Please...