1239986-54-9

Upstream product

• 95-49-8 2-methylchlorobenzene 
• 103-84-4 Acetanilid 
• 62-53-3 aniline 
• 17849-38-6 2-Chlorobenzyl alcohol 
• 89-98-5 2-chloro-benzaldehyde 
• 26118-14-9 o-chlorobenzoylformic acid 

Downstream Products

• 2894-45-3 (2-aminophenyl)(2-chlorophenyl)methanone 
• 1642593-28-9 N-(2-(1-(2-chlorophenyl)-1-hydroxyprop-2-ynyl)phenyl)acetamide 

Relevant academic research and scientific papers

Activation of C-H Activation: The Beneficial Effect of Catalytic Amount of Triaryl Boranes on Palladium-Catalyzed C-H Activation

Herein we report a novel approach to the acceleration of palladium-catalyzed C-H activation reactions. We demonstrated that the utilization of electron-deficient triaryl boranes as Lewis acidic cocatalysts of palladium enables the directed cross dehydrogenative coupling of aldehydes and anilides under mild reaction conditions. Study of the kinetic profile of the transformation reveals a unique, unexpectedly long induction period of the transformation.

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.

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

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.

Toluene derivatives as simple coupling precursors for cascade palladium-catalyzed oxidative C-H bond acylation of acetanilides

A palladium-catalyzed cascade cross-coupling of acetanilide and toluene for the synthesis of ortho-acylacetanilide is described. Toluene derivatives can act as effective acyl precursors (upon sp3-C-H bond oxidation by a Pd/TBHP system) in the oxidative coupling between two C-H bonds. This dehydrogenative Pd-catalyzed ortho-acylation proceeds under mild reaction conditions.

Room temperature palladium-catalyzed decarboxylative acyl/aroylation using [Fe(III)(EDTA)(η2-O2)]3- as oxidant at biological pH

The purple-coloured iron peroxo complex [Fe(III)EDTA(η2- O2)]3- as a novel reagent system for Pd-catalyzed decarboxylative ortho-acylation of acetanilides with α-oxocarboxylic acids at room temperature in aqueous media has been realized. This reaction provides an effective access to ortho-acylacetanilides under mild conditions. Copyright

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 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

Palladium-catalyzed oxidative C-H bond coupling of steered acetanilides and aldehydes: A facile access to ortho -acylacetanilides

A palladium-catalyzed oxidative C-H bond functionalization/ortho-acylation of acetanilides using easily accessible aldehyde as the acyl source is described. In the presence of a Pd(TFA)2 catalyst and tert-butylhydroperoxide at 90 °C in general, an array of ortho-acylacetanilides can be afforded in good yields.