36804-44-1

Upstream product

• 525-76-8 2-methyl-4-oxo-3,1-benzoxazine 
• 95-46-5 2-methylphenyl bromide 
• 36804-45-2 (2-aminophenyl)(2-methylphenyl)methanone 
• 108-24-7 acetic anhydride 
• 932-31-0 ortho-tolylmagnesium bromide 
• 19591-17-4 o-iodoacetanilide 
• 529-20-4 2-methylphenyl aldehyde 
• 62-53-3 aniline 
• 89-95-2 2-methyl-benzyl alcohol 
• 103-84-4 Acetanilid 
• 95-47-6 o-xylene 

Downstream Products

• 18554-51-3 1-methyl-9-phenyl-9H-fluoren-9-ol 
• 51974-19-7 (2-hydroxyphenyl)(o-tolyl)methanone 
• 1730-37-6 1-methylfluorene 
• 36804-45-2 (2-aminophenyl)(2-methylphenyl)methanone 

Relevant academic research and scientific papers

Bicyclic Bridgehead Phosphoramidite-Based Hybrid Diphosphorus Ligands: Design, Synthesis, and Application in Catalytic Asymmetric Hydrogenation

A strategy for chiral ligand design has been developed that allows for incorporation of an achiral bicyclic bridgehead phosphoramidite to generate a class of hybrid diphosphorus ligands for high activity and asymmetric control. Using this concept, a series of chiral phosphine-phosphoramidite ligands bearing the sole chirality at the ligand backbone have been prepared and successfully employed in the Rh-catalyzed asymmetric hydrogenation of 2-vinylanilides for the synthesis of optically active anilines bearing an ortho-tertiary benzylic stereocenter.

Palladium Catalyzed Direct Acylation of Iodo-Acetanilides/Iodo-Phenyl Acetates: Domino One-Pot Synthesis of 2-Quinolinones

Pd-catalyzed direct acylation reaction of iodoacetanilides/iodophenyl acetates with aldehydes is presented. Simple, bench-top aldehydes were used as non-toxic acylating agents. This protocol comprises direct coupling with aldehydes without activating the carbonyl group and without directing group assistance. The strategy was applied to a domino one-pot synthesis of 2-quinolinones through acylation and intramolecular aldol condensation. Significantly, the strategy was extended to the domino one-pot synthesis of drugs and bioactive compounds.

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

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.

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

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 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.