Advanced Synthesis & Catalysis

Wiley Online Library : Advanced Synthesis & Catalysis

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Transition Metal‐Free Aroylation of Diarylmethanes with N‐Bn‐N‐Boc Arylamides and N‐Acylpyrroles

In the last 20 years, efficient transition metal catalysts for the α‐arylation of enolates have been introduced. Despite the popularity and utility of these reactions, there remains room for improvement (reduced costs, elimination of transition metals and specialized ligands). Herein is reported a general, scalable and green method for aroylation of...

Recent Advances in Organocatalyst‐Mediated Benzannulation Reactions

Aromatic compounds are omnipresent in organic chemistry, which are the broadest skeletons of bioactive molecules, medicines, and materials. Due to their importance, conventional methods to assemble aromatic rings have attracted considerable attention. The direct formation of benzene cores from readily available acyclic precursors offers a highly versatile...

Silylcarboxylic Acids as Bifunctional Reagents: Application in Palladium‐Catalyzed External‐CO‐Free Carbonylative Cross‐Coupling Reactions

A palladium‐catalyzed external‐CO‐free carbonylative Hiyama‐Denmark cross‐coupling reaction is presented. The introduction of silylcarboxylic acids as bifunctional reagents (CO and nucleophile source) avoids the need for external gaseous CO and a silylarene coupling partner. The transformation features high functional group tolerance and it is successful...

Recent Advances in Catalytic Asymmetric Reactions of Thiazolones, Rhodanines and Their Derivatives

Sulfur‐containing skeletons are widely found in natural products, drugs and bioactive compounds. As a direct and efficient access to sulfur‐functionalized carbon stereocenters, the catalytic enantioselective reactions of sulfur‐containing prochiral carbon centers have attracted great attention in the past few years. The review summarizes the chemistry...

Efficient Assembly of Molecular Complexity Enabled by Palladium‐Catalyzed Heck Coupling/C(sp2)−H Activation/C(sp3)−H Activation Cascade

A palladium‐catalyzed [2 + 2 + 1] annulation among 3‐iodochromones, benzyl bromides, and norbornene has been developed. This annulation consists of a domino sequence involving Heck coupling/C(sp2)−H activation/C(sp3)−H activation, affording a variety of complex chromone derivatives bearing five contiguous tertiary carbon centers in up to 94% yield and...

Direct Asymmetric Arylation of Imines

The Friedel‐Crafts reaction represents one of the most efficient tools for the formation of carbon‐carbon bonds and direct derivatization of aromatic compounds. Asymmetric arylation of imines involving Friedel‐Crafts reaction has received much interest recently. The present review summarizes the works on the asymmetric arylation of imines by different...

Selective Syntheses of Benzo[b]carbazoles and C3‐Substituted Indoles via Tunable Catalytic Annulations of β‐Alkynyl Ketones with Indoles

Tunable catalytic annulation reactions of βalkynyl ketones with indoles have been developed, enabling multiple chemical bond‐forming events to selectively access skeletally diverse indole‐containing heterocycles with generally good yields. Silver‐catalyzed intermolecular benzannulation reaction of β‐alkynyl ketones with indoles afforded tetracyclic...

Rhodium(III)‐Catalyzed C‐H Benzylation of Indole’s C3 Position with Aza‐o‐Quinone Methides

In this paper, we report an example of indole’s site selective C3 benzylation process through a rhodium(III)‐catalyzed indole’s C2 activation relay using aza‐o‐QM as a functionalization reagent, affording the desired products in good yields under mild conditions. The plausible reaction mechanism is proposed on the basis of control and deuterium labeling...

Reductive Alkylation of Amines with Carboxylic Ortho Esters

Abstract We have demonstrated for the first time that carboxylic ortho esters could be used as an alkylating agent in the reductive alkylation of amines. A variety of amines, including amino acid esters, were alkylated affording mono‐alkylated products with high selectivity in practical to high yields using standard heterogeneous catalysts. By applying...

Modern Synthetic Approaches to Phosphorus‐Sulfur Bond Formation in Organophosphorus Compounds

Abstract Phosphorothioates, phosphonothioates, phosphinothioates and phosphonodithioates are organophosphorus compounds with widespread application, especially in the fields of agrochemicals, medicinal chemistry and materials chemistry. Herein, we review modern methods for the construction of the phosphorus‐sulfur bonds in these important functional...

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