33576-57-7

Upstream product

• 108-86-1 bromobenzene 
• 776296-16-3 2-(triethoxysilyl)pivalanilide 
• 6625-74-7 N-pivaloylaniline 
• 94-36-0 dibenzoyl peroxide 
• 3282-30-2 pivaloyl chloride 
• 62-53-3 aniline 
• 65-85-0 benzoic acid 
• 66003-76-7 Diphenyliodonium triflate 
• 98-80-6 phenylboronic acid 
• 615-36-1 2-bromoaniline 
• 75-98-9 Trimethylacetic acid 
• 591-50-4 iodobenzene 
• 57357-20-7 bis(tertbutylcarbonyloxy)iodobenzene 
• 3240-34-4 [bis(acetoxy)iodo]benzene 

Relevant academic research and scientific papers

Decarboxylative Arylation of Pyridine 1-Oxides and Anilides with Benzoic Acid via Palladium-Catalyzed C–H Functionalization

A novel method for the palladium-catalyzed decarboxylative ortho C–H bond arylation of pyridine 1-oxides and anilides with benzoic acids as aryl sources is described. The established methodology provides a direct approach for the synthesis of 2-arylpyridine 1-oxides and 2-aryl anilides in good isolated yields.

Oxidative C?H/C?H Cross-Coupling Reactions between N-Acylanilines and Benzamides Enabled by a Cp*-Free RhCl3/TFA Catalytic System

By making use of a dual-chelation-assisted strategy, a completely regiocontrolled oxidative C?H/C?H cross-coupling reaction between an N-acylaniline and a benzamide has been accomplished for the first time. This process constitutes a step-economic and highly efficient pathway to 2-amino-2′-carboxybiaryl scaffolds from readily available substrates. A Cp*-free RhCl3/TFA catalytic system was developed to replace the [Cp*RhCl2]2/AgSbF6 system generally used in oxidative C?H/C?H cross-coupling reactions between two (hetero)arenes (Cp=pentamethylcyclopentadienyl, TFA=trifluoroacetic acid). The RhCl3/TFA system avoids the use of the expensive Cp* ligand and AgSbF6. As an illustrative example, the procedure developed herein greatly streamlines the total synthesis of the naturally occurring benzo[c]phenanthridine alkaloid oxynitidine, which was accomplished in excellent overall yield.

Efficient copper catalysts for C[sbnd]H bond arylation under microwave heating: Direct access to multi-substituted pivanilides

We herein describe a parallel comparison between homogeneous and heterogeneous copper catalysts for microwave-assisted direct C[sbnd]H bond arylation. These catalytic systems feature enhanced catalytic activities, unique bulky ligand/base effects, mild co

An Annulative Synthetic Strategy for Building Triphenylene Frameworks by Multiple C?H Bond Activations

C?H activation is a versatile tool for appending aryl groups to aromatic systems. However, heavy demands on multiple catalytic cycle operations and site-selectivity have limited its use for graphene segment synthesis. A Pd-catal- yzed one-step synthesis of functionalized triphenylene frameworks is disclosed, which proceeds by 2- or 4-fold C?H arylation of unactivated benzene derivatives. A Pd2(dibenzylideneacetone)3 catalytic system, using cyclic diaryliodonium salts as π-extending agents, leads to site-selective inter- and intramolecular tandem arylation sequences. Moreover, N-substituted triphenylenes are applied to a field-effect transistor sensor for rapid, sensitive, and reversible alcohol vapor detection.

Reusable and Magnetic Palladium and Copper Oxide Catalysts in Direct ortho and meta Arylation of Anilide Derivatives

We report a general, direct C-H arylation of anilide derivatives using reusable palladium or copper oxide on magnetite as heterogeneous precatalysts. Highly selective ortho and meta arylations are achieved using electronically and sterically diverse diaryliodonium salts. Catalytically active soluble species from the heterogeneous precursors were detected by experimental techniques. Preliminary mechanistic investigation suggests different reaction pathways for each of the catalysts.

PROCESS FOR PREPARING BIPHENYLAMINES FROM ANILIDES BY RUTHENIUM CATALYSIS

The present invention relates to a novel process for preparing substituted biphenylamides of the general formula (V) characterized in that anilides of the formula (II) in a solvent other than tetrahydrofuran, are reacted with an organoboron compound of the formula (III) in the presence of a catalyst system consisting of a ruthenium catalyst, an activator, an oxidizing agent and a metal triflate.

Palladium-Catalysed Synthesis of α-(Trifluoromethyl)styrenes by Means of Directed C-H Bond Functionalization

We report the first introduction of 2-bromo-3,3,3-trifluoropropene (BTP) by directed C-H bond functionalization. The developed method gives straightforward access to α-(trifluoromethyl)styrene derivatives without prior prefunctionalization of the substrates. This palladium-catalysed transformation was applied to a broad range of substrates, and the corresponding trifluoromethylated products were obtained in good yields. This approach represents an alternative pathway to the classical method previously used to access such molecules.

Amine Activation: Synthesis of N-(Hetero)arylamides from Isothioureas and Carboxylic Acids

A novel method for N-(hetero)arylamide synthesis based on rarely explored amine activation, rather than classical acid activation, is reported. The activated amines are easily prepared using a three-component reaction with commercial reagents. The new method shows a broad scope including challenging amides not (efficiently) accessible via classical protocols.

Ruthenium(II)-catalyzed C-H arylation of anilides with boronic acids, borinic acids and potassium trifluoroborates

An in situ generated cationic ruthen-ium(II) catalyst allowed for robust C-H arylations of anilides with boronic acids. The optimized ruthenium catalyst was found to be both site selective and chemoselective, thereby providing the monoarylated products in

Rhodium(III)-catalyzed ortho-arylation of anilides with aryl halides

An efficient o-arylation of pivalamides by aryl iodides via rhodium(III)-catalyzed C-H activation is demonstrated for the first time. Further, the biaryl products can be converted effectively into biologically active phenanthridine and phenanthridinone derivative.