17562-45-7

Upstream product

• 98-07-7 Benzotrichlorid 
• 103-89-9 4-Methylacetanilide 
• 100-51-6 benzyl alcohol 
• 100-52-7 benzaldehyde 
• 108-88-3 toluene 
• 611-73-4 Benzoylformic acid 
• 98-88-4 benzoyl chloride 
• 106-49-0 p-toluidine 
• 100-58-3 phenylmagnesium bromide 
• 67081-68-9 2-acetamido-5-methylbenzoic acid 
• 17852-28-7 2-amino-5-methylbenzophenone 

Downstream Products

• 17852-28-7 2-amino-5-methylbenzophenone 
• 42901-05-3 2-amino-5-methyldiphenylmethane 

Relevant academic research and scientific papers

Merging Photoredox with Palladium Catalysis: Decarboxylative ortho-Acylation of Acetanilides with α-Oxocarboxylic Acids under Mild Reaction Conditions

A room temperature decarboxylative ortho-acylation of acetanilides with α-oxocarboxylic acids has been developed via a novel Eosin Y with Pd dual catalytic system. This dual catalytic reaction shows a broad substrate scope and good functional group tolera

Palladium-catalyzed C-H bond acylation of acetanilides with benzylic alcohols under aqueous conditions

Palladium-catalyzed dehydrogenative coupling reactions between acetanilides and benzylic alcohols under aqueous conditions are reported. A wide range of benzophenone derivatives could be obtained in good to excellent yields up to 98 %. Mechanism studies showed that a bimetallic palladium cyclopalladated complex might be involved in the catalysis.

A mild and practical procedure for synthesis of substituted 2-aminobenzophenones

Abstract A convenient three-step procedure has been developed for synthesis of substituted 2-aminobenzophenones from substituted anilines. The anilines are first protected as acetanilides, by reaction with acetic anhydride. These are then benzoylated with (trichloromethyl)benzene in the presence of aluminium-generated 2-acetamidobenzophenone. Finally, removal of the acetyl group from the amino group provides the substituted 2-aminobenzophenones in moderate to good yields.

A one-pot process for palladium catalyzed direct C-H acylation of anilines in water using a removable ortho directing group

A new mild, practical method for the synthesis of aminobenzophenone derivatives through a three step one-pot reaction sequence involving acylation of anilines, palladium catalyzed cross-dehydrogenative coupling of the formed anilides and the hydrolytic cleavage is reported. The full reaction sequence was performed under aqueous conditions.

Mild palladium-catalyzed oxidative direct ortho-C-H acylation of anilides under aqueous conditions

Palladium-catalyzed cross-dehydrogenative coupling between anilides and aromatic aldehydes was achieved under aqueous conditions. A wide variety of the desired benzophenone derivatives was isolated in good to excellent yield. The reaction rate acceleration effect of acid and detergent has been demonstrated. Mechanistic insight has been obtained from quantum chemical calculations. Copyright

Palladium-catalyzed direct oxidative ortho-acylation of anilides with toluene derivatives

Direct oxidative ortho-acylation reaction of anilides with toluene derivatives in the presence of palladium acetate using tert-butyl hydroperoxide as an oxidant was developed. A broad range of diaryl ketones was obtained in good to excellent yields (up to 95%). The plausible mechanism was also proposed.

Palladium-catalyzed direct ortho -acylation through an oxidative coupling of acetanilides with toluene derivatives

A facile ortho-acylation of acetanilides by a Pd-catalyzed oxidative C-H activation was developed in which low toxic, stable, and commercially available toluene derivatives were first used as acylation reagents by a tandem reaction to form o-acylacetanili

Palladium-catalyzed oxidative C-H bond acylation of acetanilides with benzylic alcohols

An efficient and clean method to construct C-C bonds has been developed via the acylation reaction of acetanilides with benzylic alcohols using tert-butyl hydroperoxide (TBHP) as oxidant catalyzed by palladium acetate in the presence of triflic acid (TfOH). The acylation reactions exhibit excellent reactivities, and up to 95% yield of the corresponding aryl ketone could be obtained under the optimal conditions. Copyright

Room temperature palladium-catalyzed decarboxylative ortho -acylation of acetanilides with α-oxocarboxylic acids

A novel Pd-catalyzed decarboxylative ortho-acylation of acetanilides with α-oxocarboxylic acids is realized at room temperature. This reaction provides efficient access to o-acyl acetanilides under mild conditions.

Intramolecular Nitrene Insertion into Aromatic and Heteroaromatic Rings. Part 9. Synthesis of 2-Azidodiphenylmethanes and the Kinetics of their Thermal Decomposition in Solution

The synthesis of some new o-azidodiphenylmethanes 3b, 10, 15, 18, 21 and 22 is described.The first-order kinetics of the thermal decomposition in trichlorobenzene of these and some previously studied azides (3a, 3c and 3d) has been studied in the range 140-180 K.The initial step is evolution of nitrogen and formation of a nitrene intermediate, which reacts to give a 10H-azepinoindole together with some amine.Rate constants for the first step were compared with those for product formation and show it to be the rate-determining factor.Electron-donating substituentspara to the azide group stabilise the incipient nitrene by resonance interactions (rate constants correlate with ?R+) yielding higher proportions of amine products, which result from the spin forbidden singlet-triplet nitrene transition.Substituents at the 4'-position influence the nature of the products but not decomposition rates.A new compound, 1a-methoxy-1a,9b-dihydro-1H-cyclopropapyridolindole (28), is obtained from 2-azido-4'-methoxydiphenylmethane (3d) in addition to the expected azepinoindole and amine.Kinetic measurements show that it is an intermediate in one, but not the sole, route to formation of 8-methoxyazepinoindole 27 from 3d.