21095-63-6

Upstream product

• 924869-17-0 benzoxazole-5-carboxylic acid methyl ester 
• 66003-78-9 triphenylsulfonium trifluoromethanesulfonate 
• 55-21-0 benzamide 
• 46064-79-3 2-bromo-5-methoxycarbonylaniline 
• 135364-97-5 tert-butyl benzoyl(tert-butoxycarbonyl)carbamate 
• 536-25-4 methyl 3-amino-4-hydroxybenzoate 
• 65-85-0 benzoic acid 
• 99-42-3 methyl (4-hydroxy-3-nitro)benzoate 
• 21095-64-7 2-phenylbenzo[d]oxazole-5-carboxylic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 100-52-7 benzaldehyde 
• 106-41-2 4-bromo-phenol 
• 616-82-0 3-nitro-4-hydroxybenzoic acid 

Downstream Products

• 21095-64-7 2-phenylbenzo[d]oxazole-5-carboxylic acid 
• 136663-37-1 5-hydroxymethyl-2-phenylbenzo[d]oxazole 

Relevant academic research and scientific papers

Synthesis, Structure Revision, and Cytotoxicity of Nocarbenzoxazole G

The total synthesis of nocarbenzoxazoles F (1) and G (2), originally obtained from the marine-derived halophilic bacterial strain Nocardiopsis lucentensis DSM 44048, was achieved via a simple and versatile route involving microwave-assisted construction of a benzoxazole skeleton, followed by carbon-carbon bond formation with the corresponding aryl bromides. Unfortunately, the 1H and 13C NMR spectra of natural nocarbenzoxazole G did not agree with those of the synthesized compound. In particular, the spectra of the isolated and synthesized compounds showed considerable differences in the signals from the protons and carbons in the aryl group. The revised structure was validated by the total synthesis of the actual nocarbenzoxazole G (8c) molecule, which is a regioisomer of the compound that was reported earlier as nocarbenzoxazole G. The synthesized derivatives showed specific cytotoxicity to the human cervical carcinoma cell line, HeLa, but did not have any remarkable effect on the other cell lines.

Pd/Cu-Catalyzed C-H/C-H Cross Coupling of (Hetero)Arenes with Azoles through Arylsulfonium Intermediates

A highly efficient method for the selective formal C-H/C-H cross-coupling of azoles and (hetero)arenes was established through arylsulfonium intermediates under transition-metal catalysis, which produced a variety of 2-(hetero)aryl azoles in good to excellent yields. Advantages of the reaction included mildness, a good functional group tolerance, a wide range of substrates, a high regio- and chemoselectivity, one-pot procedures, and the late-stage functionalization of complex molecules without the use of oxidants, offering a promising strategy for the transition-metal-catalyzed C-H arylation of azoles.

Cesium Fluoride and Copper-Catalyzed One-Pot Synthesis of Benzoxazoles via a Site-Selective Amide C?N Bond Cleavage

We report herein a two-step one-pot strategy for the synthesis of benzoxazoles from amides by using cesium fluoride/copper as catalysts. This approach involves the in situ generation of acyl fluorides from the corresponding amides, and the acyl fluorides undergo transamidation and cyclization to give benzoxazoles in good yields. In this work, the amide C?N bonds are activated by CsF to form the acyl fluoride intermediates, which further react with o-bromoanilines to efficiently yield benzoxazoles. Notably, this methodology demonstrates a broad substrate scope, as primary/secondary benzamides are well tolerated, and this process might facilitate the development of one-pot transformations of amides. (Figure presented.).

Novel nocarbenzoxazole derivatives, a preparation method thereof and use thereof

The present invention relates to a novel nocarbenzoxazole derivative which can be useful for preventing or treating cancer diseases, a method for producing the same, and a pharmaceutical composition including the same as an active ingredient. More specifically, the present invention relates to a pharmaceutical composition for preventing or treating cancer diseases, wherein the pharmaceutical composition includes a compound represented by chemical formula 1 or a pharmaceutically acceptable salt thereof as an active ingredient.COPYRIGHT KIPO 2017

Method for preparing benzoxazole compound by heterogeneous catalytic oxidation

The invention discloses a method for preparing a benzoxazole compound by heterogeneous catalytic oxidation. The method comprises the following steps: mixing phenolic Schiff base, an OMS-2 type manganese oxide octahedral molecular sieve, an oxidant and carbonic esters and reacting to obtain the benzoxazole compound, wherein structures of the phenolic Schiff base and the benzoxazole compound are respectively shown as formulas I and II: the formula I is shown in the description and the formula II is shown in the description, wherein R can be selected from hydrogen, alkyl, alkoxyl, hydroxyl, an ester group, a carboxylic group or halogen; R can be selected from alkyl, aryl and alkenyl. According to the method disclosed by the invention, a green catalytic reaction system which is composed of a heterogeneous catalyst OMS-2 type manganese oxide molecular sieve, a green oxidant H2O2 and a green medium carbonate and has a long service life and is cheap is adopted, so that an acid-alkali additive can be avoided; the catalyst has high activity and a long service life; the method disclosed by the invention is simple to operate and has moderate reaction conditions; new three wastes are not generated and the method is clean and environmentally friendly; the solvent treatment cost can be reduced and the conversion rate of reactants and the yield of a target product are improved, so that the method can be more adaptive to industrial application to the greater extent.

Metal-templated enantioselective enamine/H-bonding dual activation catalysis

An octahedral bis-cyclometalated iridium(III) complex catalyzes the enantioselective α-amination of aldehydes with catalyst loadings down to 0.1 mol%. In this metal-templated design, the metal serves as a structural center and provides the exclusive source of chirality, whereas the catalysis is mediated through the organic ligand sphere. This journal is the Partner Organisations 2014.

Asymmetric catalysis with an inert chiral-at-metal iridium complex

The development of a chiral-at-metal iridium(III) complex for the highly efficient catalytic asymmetric transfer hydrogenation of β,β′- disubstituted nitroalkenes is reported. Catalysis by this inert, rigid metal complex does not involve any direct metal coordination but operates exclusively through weak interactions with functional groups properly arranged in the ligand sphere of the iridium complex. Although the iridium complex relies only on the formation of three hydrogen bonds, it exceeds the performance of most organocatalysts with respect to enantiomeric excess (up to 99% ee) and catalyst loading (down to 0.1 mol %). This work hints at an advantage of structurally complicated rigid scaffolds for non-covalent catalysis, which especially relies on conformationally constrained cooperative interactions between the catalyst and substrates.

Synthesis, anticonvulsant and neurotoxicity evaluation of 5-carbomethoxybenzoxazole derivatives

A series of 5-carbomethoxybenzoxazole derivatives (6a-t) were prepared by using methyl-p-hydroxybenzoate. The identity of the compounds was confirmed on the basis of their elemental analysis and spectral data. In anti-MES test compounds 6b, 6d, 6h, 6j, 6m, 6p, 6q and 6s showed potent activity parallel to lipophilicity. Compounds 6b, 6d, 6k, 6n and 6s successfully passed the rotorod test without any sign of neurological deficit.

Benzoxazoles as transthyretin amyloid fibril inhibitors: Synthesis, evaluation, and mechanism of action

Benzoxazoles pevent misfolding: Benzoxazole-based inhibitors of transthyretin (TTR) amyloid fibril formation are among the most effective found to date. They stabilize TTR against both acid-mediated misfolding and urea denaturation by raising the activati