62458-12-2

Upstream product

• 273-53-0 benzoxazole 
• 122-01-0 4-chloro-benzoyl chloride 
• 618-46-2 m-Chlorobenzoyl chloride 
• 7099-88-9 4-chlorophenylglyoxylic acid 
• 99-91-2 para-chloroacetophenone 
• 3897-39-0 N-(2-hydroxy-phenyl)-toluene-4-sulfonamide 
• 1613144-15-2 N-(2-(4-chlorophenyl)-2-oxoethyl)-N-(2-hydroxyphenyl)-4-methylbenzenesulfonamide 
• 105688-33-3 1-[2-(4-chloro-phenyl)-2-oxo-ethyl]-pyridinium iodide 
• 66739-99-9 methyl 2-(4-chlorophenyl)-2-oxoethanedithioate 
• 95-55-6 2-amino-phenol 
• 88-75-5 2-hydroxynitrobenzene 
• 13651-12-2 2,2-dibromo-1-(4-chlorophenyl)ethanone 
• 637-87-6 1-Chloro-4-iodobenzene 
• 201230-82-2 carbon monoxide 

Relevant academic research and scientific papers

Break-and-Build Strategy for the Synthesis of 2-Benzoylbenzoxazoles from o-Aminophenols and Acetophenones

Although compounds with a 2-benzoylbenzoxazole motif are biologically relevant, there are only a few methods for synthesizing them, most of which relied on multistep process or required substrates bearing activating groups. Herein, we report an efficient method for the synthesis of such compounds by direct reactions of o-aminophenols with acetophenones promoted by sulfur in DMSO. The reaction was found to proceed via a Willgerodt rearrangement-type benzoxazolation of acetophenones followed by a benzylic oxidation to reinstall the carbonyl function. This method has a broad substrate scope and good tolerance for sensitive functional groups. (Figure presented.).

Fe/S-Catalyzed synthesis of 2-benzoylbenzoxazoles and 2-quinolylbenzoxazolesviaredox condensation ofo-nitrophenols with acetophenones and methylquinolines

An Fe/S catalyst generatedin situfrom FeCl2·4H2O and elemental sulfur S8in the presence of a tertiary amine as a base was found to catalyze efficiently a 6e?redox condensation ofo-nitrophenols with acetophenones and methylquinolines. The condensed products 2-benzoylbenzoxazoles and 2-quinolylbenzoxazoles were obtained in reasonable yields with water as the only byproduct at a temperature as low as 80 °C.

Synthesis method of 2-aryl formyl benzoxazole compound

The invention discloses a synthesis method of a 2-aryl formyl benzoxazole compound, which comprises the following steps: in an oxygen-containing atmosphere and an ultrasonic environment, carrying out intramolecular cyclization-oxidation cascade reaction on N-(2-hydroxyphenyl)-2-aryl acetamide under the synergistic catalysis action of an acidic eutectic solvent and a cuprous salt, thereby obtaining the 2-aryl formyl benzoxazole compound. The method is mild in reaction condition, simple in step, green, energy-saving, high in reaction selectivity and product yield and excellent in substrate functional group compatibility, the acidic eutectic solvent/cuprous salt catalytic system can be recycled for multiple times, and the production cost is greatly reduced.

Acid-Catalyzed Condensation of o-Phenylenediammines and o-Aminophenols with α-Oxodithioesters: A Divergent and Regio? selective Synthesis of 2-Methylthio-3-Aryl/Heteroarylquinoxalines and 2-Acylbenzoxazoles

o-Phenylenediammines and o-Aminophenols were reacted with α-oxodithioesters in a highly regioselective fashion to give 2-methylthio-3-Aryl/heteroarylquinoxalines and 2-Acylbenzoxazoles in 55-94percent and 45-86percent, respectively, in the presence of p-T

Synthesis of 2-Keto(hetero)aryl Benzox(thio)azoles through Base Promoted Cyclization of 2-Amino(thio)phenols with α,α-Dihaloketones

An interesting base-promoted protocol for the synthesis of 2-keto(hetero)aryl benzox(thi)azoles has been developed. Starting from commercially available 2-amino(thio)phenols and α,α-dihaloketones, moderate to good yields of the corresponding heterocycles can be achieved. Notably, only EtNH2 was required as the promoter here, and the reaction can be easily performed on a large scale.

An Electrophilic Approach to the Palladium-Catalyzed Carbonylative C-H Functionalization of Heterocycles

A palladium-catalyzed approach to intermolecular carbonylative C-H functionalization is described. This transformation is mediated by PtBu3-coordinated palladium catalyst and allows the derivatization of a diverse range of heterocycles, including pyrroles, indoles, imidazoles, benzoxazoles, and furans. Preliminary studies suggest that this reaction may proceed via the catalytic formation of highly electrophilic intermediates. Overall, this provides with an atom-economical and general synthetic route to generate aryl-(hetero)aryl ketones using stable reagents (aryl iodides and CO) and without the typical need to exploit pre-metalated heterocycles in carbonylative coupling chemistry.

Cobalt-Catalyzed Decarboxylative 2-Benzoylation of Oxazoles and Thiazoles with α-Oxocarboxylic Acids

Cobalt-catalyzed decarboxylative cross-coupling of oxazoles and thiazoles with α-oxocarboxylic acids was developed through an sp2 C-H bond functionalization process. This work represents the first example of cobalt-catalyzed decarboxylative C-H

A one-pot hypoiodite catalysed oxidative cycloetherification approach to benzoxazoles

A practical one-pot hypoiodite catalysed oxidative cyclization approach to synthesize α-ketobenzoxazole derivatives was successfully developed. This operationally simple protocol utilizes easily-accessible starting materials and has a broad substrate scope with excellent yields. This journal is the Partner Organisations 2014.

Nickel-catalyzed decarboxylative acylation of heteroarenes by sp 2 C-H functionalization

Nickel-catalyzed ligand-free decarboxylative cross-coupling of azole derivatives with α-oxoglyoxylic acids has been developed. This work represents the first example of decarboxylative cross-coupling reactions, in a C-H bond functionalization manner, thro

DMAP-catalyzed regel-type direct C-2 (Hetero)aroylation of oxazoles and thiazoles derivatives with acid chlorides

A Regel-type transition-metal-free direct C-2 aroylation of (benzo)oxazoles, (benzo)thiazoles and 1,3,4-oxadiazoles with acid chlorides catalyzed by N,N-dimethyl-4-aminopyridine (DMAP) is described. This methodology is effective with several aroyl and het