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General Description

2-Acetamino-3'-methylbiphenyl is a chemical compound with the molecular formula C15H15NO. It is a biphenyl derivative with a methyl group at the 3' position and an acetamino group at the 2 position. 2-Acetamino-3'-methylbiphenyl is commonly used in organic synthesis and pharmaceutical research. It has been studied for its potential biological activities, including anti-inflammatory and analgesic properties. Additionally, it has been investigated for its potential use in the development of new drugs and as a building block for the synthesis of other organic compounds. However, further research is needed to fully understand the potential applications and biological effects of 2-Acetamino-3'-methylbiphenyl.

Upstream product

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• 625-95-6 3-Iodotoluene 
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Relevant academic research and scientific papers

One-pot Cascade Reaction for the Synthesis of Phenanthridines via Suzuki Coupling/C?H Oxidation/Aromatization

A one-pot cascade coupling/annulation reaction for the synthesis of phenanthridines has been developed from arylboronic acids and o-bromo arylamides with DMSO as a carbon source. The desired phenanthridines were obtained in moderate to good yields by using simple procedure. (Figure presented.).

NBE-Controlled Palladium-Catalyzed Interannular Selective C-H Silylation: Access to Divergent Silicon-Containing 1,1′-Biaryl-2-Acetamides

A novel palladium-catalyzed interannular selective C-H silylation of 1,1′-biaryl-2-acetamides is described. The combination of palladium catalyst with copper oxidant enables meta- or ortho-selective C-H silylation by employing hexamethyldisilane as a trimethylsilyl source, which relies on the control of NBE derivatives as a switch, thus providing straightforward access to divergent silicon-containing 1,1′-biaryl-2-acetamides.

Synthesis, Isolation, and Characterization of Mono- and Bis-norbornene-Annulated Biarylamines through Pseudo-Catellani Intermediates

A palladium-catalyzed C-H functionalization of an external ring of N-acyl 2-aminobiaryl with bicyclo[2.2.1]hept-2-ene (norbornene) via multiple C-H bond activations was developed. This study is the first report of the formation of bis-norbornene annulated biarylamines isomers (syn-3a′/anti-3a′ = 36:64) from multiple C-H bond functionalizations. Additionally, nondirected C-H bond functionalization at the C-4′ position with alkenes rendered complete C-H functionalization of five C-H bonds that formed a stable hexasubstituted benzene ring.

Palladium(II)-catalyzed mono-and bis-alkenylation of N-acetyl-2-aminobiaryls through regioselective C-H bond activation

We developed palladium-catalyzed oxidative coupling of olefins with N-acyl 2-aminobiaryls through a sequence of ortho C-H bond activation/alkene insertion/reductive elimination. Furthermore, we controlled the selectivity of mono-and bis-alkenylation products with the solvent effect. The developed protocol was promising for a broad substrate scope ranging from activated olefins with a wide variety of functional groups to unactivated olefins.

Palladium-Catalyzed Direct Monoarylation of Aryl C?H Bonds with Iodoarenes

The transition-metal-catalyzed direct arylation of nonactivated aryl C?H bonds with iodoarenes has emerged as an important method for the construction of biaryls. Generally, the direct arylation reaction proceeds in the presence of stoichiometric Ag additives; moreover, the diarylation product is often unavoidable if there are two identical aromatic C?H bonds in the substrate. Herein we disclose an efficient Pd(OAc)2/trifluoroacetic acid/O2 catalytic system that promotes direct arylation reactions of a variety of aromatic C?H bonds with diverse iodoarenes under Ag-free conditions. The coupling reaction possesses a complete monoarylation selectivity. This approach provides a straightforward, facile, and economical route to biaryls.

Palladium-catalyzed interannular meta-C-H arylation

The interannular meta-selective C-H arylation of biaryl-2-trifluoroacetamides using Pd(ii)/norbornene catalysis is reported. The installation of a trifluoroacetyl protecting group to tune their electronic properties and binding ability is essential for in

Palladium-Catalyzed Selective Aryl Ring C–H Activation of N-Acyl-2-aminobiaryls: Efficient Access to Multiaryl-Substituted Naphthalenes

Palladium-catalyzed cycloaromatization of N-acyl-2-aminobiaryls, through a sequence of ortho C?H bond activation/alkyne insertion/meta C?H bond activation/alkyne insertion, was developed. An efficient synthesis of multiaryl-substituted naphthalenes, N-[2-(5,6,7,8-tetraarylnaphthalen-1-yl)aryl]acetamides, was demonstrated using molecular oxygen as the sole oxidant. Furthermore, through Buchwald's synthetic protocol, two compounds were converted into corresponding fluorescent carbazoles in 30–40% yield by intramolecular C?N bond formation. (Figure presented.).

Ligand-Controlled Para-Selective C-H Arylation of Monosubstituted Arenes

In a Pd-catalyzed double C-H activation reaction, a pyridine-type ligand is identified, for the first time, to enable a highly para-selective C-H arylation of monosubstituted arenes. Excellent para-selectivity is achieved with a variety of arenes containing alkyl, methoxyl, and halo substituents.

Palladium-catalysed ortho arylation of acetanilides

The palladium-catalysed direct arylation of acetanilides by using C-H activation methodology has been demonstrated. Several acetanilides were coupled with aryl iodides in the presence of 10 mol% of Pd(OAc)2, 1.0 equiv of Cu(OTf)2, an

Combined C-H functionalization/C-N bond formation route to carbazoles

A new method in which a series of substituted carbazoles is efficiently produced by the combination of an amide and an arene is described. The key feature of this method is the palladium-catalyzed tandem directed C-H functionalization and amide arylation. The method tolerates substitution on either ring of the biaryl amide substrates, and the products can be assembled in a simple two-step protocol from readily available reagents. The Pd(0) species generated are reoxidized to Pd(II) in the presence of Cu(OAc)2 and an atmosphere of oxygen. Copyright