Nitrogen heterocycles are abundant in natural products and pharmaceuticals. An emerging interest among synthetic chemists is to use C-H functionalization construct the nitrogen-containing core of these heterocycles. The following article will provide a brief overview this concept with respect type bond functionalized.

Among the most common ligands found on transition metal catalysts are halide ions. Of commercially available or pre-catalysts, halo–metal complexes. In recent years, manipulation of this metal-halide functionality has revealed that can be used as a highly valuable method tuning reactivity complex. Variation ligand will usually not alter nature system to extent it becomes unreactive but impart sufficiently large changes differences in selectivity occur. These product steric and electronic...

Over the past five years, several metal-catalyzed asymmetric ring-cleaving reactions have been developed that generate ring-opened products in high yield and enantiomeric excess. These can be carried out with a range of nucleophiles including hydride, stabilized nonstabilized carbanions, alcohols, amines, carboxylates. To achieve these results, three different transition metals employed, namely nickel, palladium, rhodium, leading not only to synthetically useful transformations but also...

A norbornene-mediated palladium-catalyzed tandem alkylation/C−H functionalization sequence is described, in which an alkyl−aryl bond and a heteroaryl−aryl are formed one pot. variety of highly substituted six- seven-membered ring annulated indoles were synthesized good yields from bromoalkyl aryl iodides.

We report a palladium-catalyzed carbon−carbon bond-forming reaction between aryl iodides and alkenes. In contrast to traditional cross-coupling reactions, two new bonds are formed, all of the atoms in starting materials incorporated into product. The use palladium catalyst with bulky phosphine ligands is found be crucial for reactivity.

Organoboronates represent a cornerstone functional group in modern synthesis owing to their unique reactivity and divergent synthetic capability. Copper catalysis has become one of the most powerful methods stereoselectively install boron across diverse π-systems. Additionally, this method affords tremendous versatility enabled by difunctionalization π-system addition an electrophile. This review covers known electrophiles intercept catalytic intermediates borylative strategies that have...

ConspectusThe oxindole scaffold is a privileged structural motif that found in variety of bioactive targets and natural products. Moreover, derivatives the structure are widely present number biologically relevant compounds key intermediates synthesis diverse products pharmaceuticals. Therefore, novel methods to obtain oxindoles remain high priority synthetic organic chemistry.Over past several decades, transition-metal-catalyzed methodologies have been applied toward heterocycles. A...

The visible-light-mediated three-component dicarbofunctionalization of styrenes using simple benzylic radicals is described. Notably, this work describes a rare example undirected unsubstituted benzyl radicals. Key to the success strategy was rational design and use pyridinium salts as radical precursors. Using approach, abundant styrenes, electron-rich heterocycles, amines were combined rapidly afford number densely functionalized 1,1-diarylalkanes. A dipeptide-derived salt applied in...

The total synthesis of the marine macrolide bryostatin 2 is described. plan relies on aldol and directed reduction steps in order to construct anti-1,3-diol array present each principal subunits (A, B, C). These fragments were coupled using a Julia olefination subsequent sulfone alkylation. A series functionalization reactions provided bryopyran seco acid, which was macrolactonized under Yamaguchi conditions. Installation two enoate moieties took advantage asymmetric phosphonate condensation...

Domino reactions possess the ability to generate complexity from simple starting materials. Disclosed is a strategy for domino direct arylation/N-arylation facile construction of diverse phenanthridine derivatives (see scheme; TMS=trimethylsilyl, TBDMS=tert-butyldimethylsilyl).

A Pd(0)-catalyzed C−N bond-forming reaction leading to the synthesis of brominated indoles is described. The use phosphine ligand PtBu3 necessary for reactivity. It proposed that bulky serves prevent inhibition catalyst by facilitating reversible oxidative addition into product C−Br bond. Intramolecular coupling a vinyl bromide in presence an aryl iodide can take place, demonstrating unprecedented levels selectivity.

The first rhodium(I)-catalyzed asymmetric addition of organoboronic acids to oxabicyclic alkenes is reported. This ring-opening (ARO) reaction can proceed in high yield under very mild conditions with electronically diverse acids, a highly diastereoselective and enantioselective manner.

Abstract Sekundär, aber nicht zweitrangig : In den vergangenen fünf Jahren hat die Verwendung von sekundären Alkylhalogeniden in übergangsmetallkatalysierten Kreuzkupplungen erheblich zugenommen. Hier werden ausgewählte Beispiele für solche Prozesse unter Berücksichtigung mechanistischen und stereochemischen Aspekten betrachtet. magnified image Es wurde viel Kraft Entwicklung metallkatalysierten mit als elektrophile Reaktionspartner investiert. Während schon heute zahlreiche primäre...

ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTRhodium-Catalyzed Coupling Reactions of Arylboronic Acids to Olefins in Aqueous MediaMark Lautens, Amélie Roy, Koichiro Fukuoka, Keith Fagnou, and Belén Martín-MatuteView Author Information Davenport Research Laboratories, Department Chemistry University Toronto, Ontario, Canada M5H 3H6 Cite this: J. Am. Chem. Soc. 2001, 123, 22, 5358–5359Publication Date (Web):May 11, 2001Publication History Received15 February 2001Published online11 May...

A palladium-catalyzed C−H functionalization reaction for the synthesis of highly substituted aromatic nitriles is reported. The modularity demonstrated by broad range aryl iodides which can be coupled with metal cyanides and alkyl halides or bromides.

The simultaneous construction of a CS and CC bond under catalytic conditions forms the basis an efficient route to diversely functionalized benzothiophenes from gem-dihalovinyl thiophenols. can be formed in this tandem process with organoboron reagent as shown scheme (R1=H, Me, F, Cl, Br, OCH2O; R2=H, Me; R3=aryl, heteroaryl, alkenyl, alkyl), or by Heck Sonogashira coupling alkene alkyne. Detailed facts importance specialist readers are published "Supporting Information". Such documents...