1239752-32-9

Upstream product

• 337914-67-7 (E)-ethyl 3-(benzylideneamino)-4-hydroxybenzoate 
• 100-52-7 benzaldehyde 
• 13052-92-1 ethyl 3-amino-4-hydroxybenzoate 
• 120-47-8 Ethyl 4-hydroxybenzoate 
• 51942-54-2 3-phenyl-4,4-dimethyl-5-oxo-2-isoxazoline 
• 64407-08-5 methyl 2,2-dimethyl-3-oxo-3-phenylpropanoate 
• 98-88-4 benzoyl chloride 
• 1404370-64-4 benzo[d]oxazole 
• 637-44-5 phenylpropyolic acid 
• 1261438-97-4 C₁₆H₁₃NO₆ 
• 1571-72-8 3-amino-4-hydroxybenzoic acid 
• 19013-10-6 ethyl 4-hydroxy-3-nitrobenzoate 

Downstream Products

• 136663-37-1 5-hydroxymethyl-2-phenylbenzo[d]oxazole 

Relevant academic research and scientific papers

Facile Synthesis and In Vitro Nitric Oxide Production Inhibitory Activity of Benzoxazoles

A Facile synthesis of natural benzoxazoles, nocarbenzoxazoles F (1), G (5) and their derivatives (2–4 and 6–8) was achieved from the commercially available inexpensive precursors with overall yields ranging from 15 to 49%. Our strategy to access this fami

Cu-Catalyzed Synthesis of Benzoxazole with Phenol and Cyclic Oxime

A Cu-catalyzed straightforward synthesis of benzoxazoles from free phenols and cyclic oxime esters is reported. The mild reaction conditions tolerate various electron-withdrawing and electron-donating functional groups on both substrates, affording benzoxazoles in moderate to good yields. With this protocol, large-scale syntheses of Ezutromid and Flunoxaprofe in one or two steps are demonstrated. A catalytic mechanism, which includes Cu-catalyzed amination via inner-sphere electron transfer and consequent annulation, is proposed.

2-substituted benzoxazole preparation method of compound

The invention relates to a preparing method of 2-substituted benzoxazole compounds. The compounds are obtained by reaction of products obtained by reaction of acyl chloride and o-nitrophenol or derivatives thereof under catalyzing of reducing agent ammonium formate, a solvent and palladium-containing agents. According to the method, the reaction condition is mild, environment is protected, raw materials are rich and easy to obtain, operation is easy, yield is high, and various kinds of performance are optimized.

The palladium-catalyzed tandem decarboxylation, carbon-carbon triple bond oxidation and decarbonylative arylation of the benzoxazole C-H bond

A palladium-catalyzed arylation of benzoxazole has been developed. This protocol involves the tandem decarboxylation and oxidation of a carbon-carbon triple bond followed by decarbonylative arylation of the benzoxazole C-H bond.

Facile preparation of 2-substituted benzoxazoles and benzothiazoles via aerobic oxidation of phenolic and thiophenolic imines catalyzed by polymer-incarcerated platinum nanoclusters

Platinum nanoclusters supported on a polymer/carbon black composite material was found to be an excellent catalyst for the oxidative cyclization of phenolic and thiophenolic Schiff bases to 2-substituted benzoxazoles and benzothiazoles under ambient conditions. Copyright

Facile and efficient synthesis of benzoxazoles and benzimidazoles: The application of Hantzsch ester 1,4-dihydropyridines in reductive cyclization reactions

Both benzoxazole and benzimidazole are common heterocyclic scaffolds in biologically active and medicinally significant compounds. Reductive cyclization of ortho-substituted nitrobenzene derivatives provides an attractive route to benzoxazole or benzimidazole ring formation. Unfortunately, only a few synthetic methods by reductive cyclization ofortho-nitro compounds have been reported and the yields are rather low. In continuation of the development of biomimetic reductants in synthetically useful organic transformations, Hantzsch ester 1,4-dihydropyridine (HEH), analogues of NAD(P)H, has attracted a considerable amount of attention. Hence, we wish to report that benzoxazoles and benzimidazoles can be efficiently synthesized by the reaction of ortho-substituted nitrobenzene derivatives with HEH catalyzed by Pd/C. A range of functionalized ortho-nitrophenyl esters or ortho-nitrophenyl amides were efficiently reduced by HEH and cyclized to the corresponding benzoxazoles or benzimidazoles. Especially, working in the presence of the same substituents, benzimidazoles could be obtained in higher yields with respect to the corresponding benzoxazoles. Moreover, in the present work, the recycling of Pd/C was studied and was shown to maintain its high catalytic activity over five runs. On the basis of our experimental results and DFT calculations, a plausible reaction mechanism was proposed. Copyright