1570134-48-3

Upstream product

• 1570134-65-4 N-(2-(4,5-dihydrooxazol-2-yl)phenyl)-3-methoxybenzamide 
• 7127-19-7 2-phenyl-1,3-oxazoline 
• 2446-51-7 N-methoxybenzamide 
• 3416-93-1 2-(4,5-Dihydro-1,3-oxazol-2-yl)aniline 
• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 
• 14442-09-2 5-phenyloxazol-2(5H)-one 
• 7305-08-0 N,N-dimethyl-carbamic acid 4-tolyl ester 
• 7431-45-0 2-phenylpyrimidine 
• 1126-00-7 1-phenylpyrazole 
• 1008-89-5 2-phenylpyridine 
• 19226-36-9 3-phenyl-5H-1,4,2-dioxazol-5-one 
• 65-85-0 benzoic acid 
• 1885-29-6 anthranilic acid nitrile 

Downstream Products

• 1613027-85-2 N-(tert-butyloxycarbonyl)-2-(4,5-dihydrooxazol-2-yl)aniline 
• 120870-46-4 2-[(4-methylphenyl)ethynyl]benzoic acid 

Relevant academic research and scientific papers

Oxazolinyl-Assisted C-H Amidation by Cobalt(III) Catalysis

Cobalt-catalyzed C-H activation by means of oxazolinyl assistance set the stage for versatile direct amidations with ample substrate scope. Thus, a high-valent cobalt(III) catalyst enabled C-H amidations with excellent levels of positional and chemo-selec

Palladium-catalyzed aminocarbonylation of aryl iodides with amines: efficient access to bidentate amide directing groups

A new route to bidentate amide directing groups has been developed via the palladium(II)-catalyzed aminocarbonylation. Under atmospheric carbon monoxide pressure, using commercially available aryl iodides and aromatic amine derivatives as substrates, the three-component reaction proceeded smoothly to give the desired products in moderate-to-excellent yields with good functional-group compatibility.

Rhodium(III)-catalyzed chemodivergent annulations between phenyloxazoles and diazos via C–H activation

Acid-controlled, chemodivergent and redox-neutral annulations for the synthesis of isocoumarins and isoquinolinones have been realized via Rh(III)-catalyzed C[sbnd]H activation. Diazo compounds act as a carbene precursor, and coupling occurs in one-pot process, where adipic acid and trimethylacetic acid promote chemodivergent cyclizations.

Lewis-acid-promoted cyclization reaction: Synthesis of N3-chloroethyl and N3-thiocyanatoethyl quinazolinones

A Lewis-acid-promoted cyclization reaction of benzoyl chlorides with 2-(4,5-dihydrooxazol-2-yl)anilines, which can offer a series of N3-chloroethyl quinazolinones, is disclosed. The reaction is compatible with the functional groups of the substrates; environment-friendly AlCl3 is probably the chloride source. Moreover, the addition of NH4SCN can also produce a range of N3-thiocyanatoethyl quinazolinones in moderate-to-good yields.

Cu-Catalyzed C-H Alkenylation of Benzoic Acid and Acrylic Acid Derivatives with Vinyl Boronates

An efficient Cu-catalyzed C-H alkenylation with acyclic and cyclic vinyl boronates was realized for the first time under mild conditions. The scope of the vinyl borons and the compatibility with functional groups including heterocycles are superior than Pd-catalyzed C-H coupling with vinyl borons, providing a reliable access to multisubstituted alkenes and dienes. Subsequent hydrogenation of the product from the internal vinyl borons will lead to installation of secondary alkyls.

Base-promoted Lewis acid catalyzed synthesis of quinazoline derivatives

A one-pot protocol has been developed for the synthesis of quinazolinones from amide-oxazolines with TsCl via a cyclic 1,3-azaoxonium intermediate and 6π electron cyclization in the presence of a Lewis acid and base. The process is operationally simple and has a broad substrate scope. This method provides a unique strategy for the construction of quinazolinones.

Synthesis of quinazoin-4-ones through an acid ion exchange resin mediated cascade reaction

An interesting cascade reaction of N-(2-(4,5-dihydrooxazol-2-yl)phenyl)benzamide in the presence of an acid ion exchange resin is described. In this reaction, a range of substrates bearing various substituent groups are well compatible. This work provides a green and atom-economical alternative approach for the synthesis of quinazolin-4-ones in good yields.

N-Methoxyamide: An Alternative Amidation Reagent in the Rhodium(III)-Catalyzed C-H Activation

In the field of transition-metal-catalyzed C-H activation, N-methoxyamides are widely used as C-H activation substrate. Unexpectedly, in this work N-methoxyamides were found to work as efficient amidation reagents in the rhodium(III)-catalyzed C-H activation with boric acid as a cocatalyst. This reaction features broad substrate scope and good yields.

Synthesis of quinazolin-4(1 H)-ones via amination and annulation of amidines and benzamides

Quinazolinones have broad applications in the biological, pharmaceutical and material fields. Studies on the synthesis of these compounds are therefore widely conducted. Herein, a novel and highly efficient copper-mediated tandem C(sp2)-H amination and annulation of benzamides and amidines for the synthesis of quinazolin-4(1H)-ones is proposed. This synthetic route can be useful for the construction of quinazolin-4(1H)-one frameworks.

Palladium-Catalyzed Electrochemical C-H Bromination Using NH4Br as the Brominating Reagent

The palladium-catalyzed electrochemical C-H bromination of benzamide derivatives under divided cells is developed, in which NH4Br serves as a brominating reagent and electrolyte. The protocol avoids the use of chemical oxidants and provides an alternative method for the synthesis of aryl bromides.