Heterocyclic Building Blocks-Benzoxazole

Heterogeneous palladium (II)-complexed dendronized polymer: A rare palladium catalyst for the one-pot synthesis of 2-arylbenzoxazoles was written by George, Smitha;Sreekumar, Krishnapillai. And the article was included in Applied Organometallic Chemistry in 2021.Name: 2-(3-Bromophenyl)benzo[d]oxazole This article mentions the following:

The palladium complex of dendronized amine polymer (EG-Gn-Pd, n = 0, 1 and 2) having ethylene glycol-initiated polyepichlorohydrin as core was synthesized on a Merrifield resin support and was well characterized. Generally, palladium catalysts are known for carbon-carbon coupling reactions. Here, a developed catalyst was found to be good for benzoxazole synthesis. Higher generation dendronized polymer (EG-G2-Pd) was found to be better catalyst over lower generation dendronized polymers. Moreover, dendronized polymers were found to be a better catalyst over dendrigraft polymers. The catalyst reusability was checked and good yield was obtained for five cycles. In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9Name: 2-(3-Bromophenyl)benzo[d]oxazole).

2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9) belongs to benzoxazole derivatives. Being a heterocyclic compound, benzoxazole finds use in research as a starting material for the synthesis of larger, usually bioactive structures. In the past years, numerous benzoxazole derivatives have been synthesised and evaluated for their biological potential.Name: 2-(3-Bromophenyl)benzo[d]oxazole

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Research on benzoxazole compounds. I. Synthesis and photophysical properties was written by Shen, Yongjia;Ren, Shengwu;Wang, Bingkui. And the article was included in Huadong Huagong Xueyuan Xuebao in 1990.SDS of cas: 5676-58-4 This article mentions the following:

Benzoxazoles I (R = H, Me, Cl, Ph; Z = CH:CHC₆H₄, CH:CHC₆H₄CH:CH, C₆H₄CH:CHC₆H₄) and II (R¹ = H, Me, Cl) were prepared E.g. condensation of 2-HOC₆H₄NH₂ with 4-(ClCO)C₆H₄CH:CHCOCl gave I (R = H, Z = CH:CHC₆H₄). IR, UV, fluorescence, and laser emission spectra of I–II were reported. In the experiment, the researchers used many compounds, for example, 2,5-Dimethylbenzoxazole (cas: 5676-58-4SDS of cas: 5676-58-4).

2,5-Dimethylbenzoxazole (cas: 5676-58-4) belongs to benzoxazole derivatives. Benzoxazole derivatives have gained a lot of importance in the past few years because of their use in intermediates for the preparation of new biological materials. It is found within the chemical structures of pharmaceutical drugs such as flunoxaprofen and tafamidis.SDS of cas: 5676-58-4

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Aggregation of unsymmetrical anionic carbocyanine. I. Preparation and aggregation of sodium salt of 1′-ethyl-3,3′-bis-(3-sulfopropyl)-5-methoxy-5′,6′-dichlorobenzimidazolooxacarbocyanine was written by Huang, Guangtuan;Lu, Minghu;Huang, Deyin. And the article was included in Huadong Ligong Daxue Xuebao in 1998.Name: 2,5-Dimethylbenzoxazole This article mentions the following:

The anionic carbocyanine dye, sodium salt of 1′-ethyl-3, 3′-bis-(3-sulfopropyl)-5-methoxy-5′,6′-dichloro-benzimidazolo-oxa-carbocyanine and its intermediates were synthesized. Its structure has been characterized by IR, ¹H-NMR and MS. UV-Vis spectra of this dye in Me alc., water, 1,2-dichloroethane, chlorobenzene and bromobenzene have been determined This dye could not form J-aggregate when its concentration was 1 x 10^-5 mol/L in Me alc. and water. When it was dissolved in 1,2-dichloroethane, chlorobenzene and bromobenzene, it tended to form J-aggregate. The process of aggregation has also been studied for the solution of this dye dissolved in chloroform. In the experiment, the researchers used many compounds, for example, 2,5-Dimethylbenzoxazole (cas: 5676-58-4Name: 2,5-Dimethylbenzoxazole).

2,5-Dimethylbenzoxazole (cas: 5676-58-4) belongs to benzoxazole derivatives. Benzoxazole derivatives have different biological activities. A number of marketed drugs are available having benzoxazole as core active moiety like, nonsteroidal anti-inflammatory drug (NSAID)—flunoxaprofen, benoxaprofen, antibiotic—calcimycin.Name: 2,5-Dimethylbenzoxazole

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Regioselective Syntheses of 2- and 4-Formylpyrido[2,1-b]benzoxazoles was written by Li, Ke-Lai;Du, Zong-Bo;Guo, Can-Cheng;Chen, Qing-Yun. And the article was included in Journal of Organic Chemistry in 2009.Electric Literature of C9H9NO This article mentions the following:

O-Acetaminophenols I (R = H, Cl, Me, t-Bu, NO₂, OMe, Ph) reacted with Vilsmeier reagent under Meth-Cohn conditions to yield 2-formylpyrido[2,1-b]benzoxazoles II unexpectedly besides the known compounds III. Refluxing III in acetic anhydride gave 4-formylpyrido[2,1-b]benzoxazoles IV, the regioisomers of II. II (R = H) and IV (R = H) were structurally characterized by X-ray crystallog. A mechanism for the formation of II involving sequential chlorination, dimerization, intramol. elimination of HCl to form the oxazole ring, formylation twice, and regioselective intramol. nucleophilic cyclization to construct the pyridone ring is proposed. In the experiment, the researchers used many compounds, for example, 2,5-Dimethylbenzoxazole (cas: 5676-58-4Electric Literature of C9H9NO).

2,5-Dimethylbenzoxazole (cas: 5676-58-4) belongs to benzoxazole derivatives. Benzoxazoles belong to the group of well-known antifungal agents with antioxidant, antiallergic, antitumoral and antiparasitic activity. It is found within the chemical structures of pharmaceutical drugs such as flunoxaprofen and tafamidis.Electric Literature of C9H9NO

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Reaction of oximes of 2-hydroxyacetophenone, chalcone, flavanone, and flavone was written by Bagade, M. B.;Ghiya, B. J.. And the article was included in Asian Journal of Chemistry in 1991.SDS of cas: 5676-58-4 This article mentions the following:

Oximes of 2-hydroxyacetophenone, chalcone, flavanone, and flavone were prepared by the action of hydroxylamine hydrochloride on the resp. compounds The oximes gave back the starting material by the action of HCl, nitrous acid or CrO₃ in AcOH. 2-Hydroxy-5-methylacetophenone oxime (I), with POCl₃, cyclized to give benzoxazole II. I also condensed with RCHO (R = Ph, 4-MeOC₆H₄) to give chalcone oxime III. In the experiment, the researchers used many compounds, for example, 2,5-Dimethylbenzoxazole (cas: 5676-58-4SDS of cas: 5676-58-4).

2,5-Dimethylbenzoxazole (cas: 5676-58-4) belongs to benzoxazole derivatives. Benzoxazoles belong to the group of well-known antifungal agents with antioxidant, antiallergic, antitumoral and antiparasitic activity. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as antibacterial, antifungal, anticancer.SDS of cas: 5676-58-4

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

One-pot synthesis of benzoxazoles via the metal-free ortho-C-H functionalization of phenols with nitroalkanes was written by Aksenov, Nicolai A.;Aksenov, Alexander V.;Nadein, Oleg N.;Aksenov, Dmitrii A.;Smirnov, Alexander N.;Rubin, Michael. And the article was included in RSC Advances in 2015.Recommanded Product: 2,5-Dimethylbenzoxazole This article mentions the following:

A one-pot cascade transformation involving metal-free and oxidant-free direct ortho-C-H functionalization, followed by Beckman rearrangement and intramol. cyclocondensation to produce benzoxazoles I [R¹ = H, Me, Et, i-Pr, OH; R² = H, Me, OH, F; R³ = H, Me; R⁴ = CH₃, CH₂CH₃, (CH₂)₄CH₃, C₆H₅, C₆H₅CH₂] and benzobisoxazoles II (R⁵ = CH₃, C₆H₅CH₂; R⁶ = H, Me) directly from easily available phenols and PPA-activated nitroalkanes. In the experiment, the researchers used many compounds, for example, 2,5-Dimethylbenzoxazole (cas: 5676-58-4Recommanded Product: 2,5-Dimethylbenzoxazole).

2,5-Dimethylbenzoxazole (cas: 5676-58-4) belongs to benzoxazole derivatives. Benzoxazole nucleus is one of the most important heterocyclic compounds exhibiting remarkable pharmacological activities. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as antibacterial, antifungal, anticancer.Recommanded Product: 2,5-Dimethylbenzoxazole

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Palladium-catalyzed ortho-nitration of 2-arylbenzoxazoles was written by Qiao, Hui-Jie;Yang, Fan;Wang, Shi-Wei;Leng, Yu-Ting;Wu, Yang-Jie. And the article was included in Tetrahedron in 2015.Computed Properties of C13H8BrNO This article mentions the following:

An efficient and general protocol for palladium-catalyzed chelation-assisted ortho-nitration of 2-arylbenzoxazoles has been developed. This nitration exhibits high regioselectivity for the substrates, and the reaction could tolerate many functional groups such as F, Cl, Br, CH₃, CH₃O, affording ortho-nitration products in moderate to good yields. Moreover, some 2-arylbenzoxazole heterocyclic analogs proceed well under this catalytic system. Further studies have been performed to obtain insight into the mechanism. In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9Computed Properties of C13H8BrNO).

2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9) belongs to benzoxazole derivatives. Although benzoxazole itself is of little practical value, many derivatives of benzoxazoles are commercially important. A number of marketed drugs are available having benzoxazole as core active moiety like, nonsteroidal anti-inflammatory drug (NSAID)—flunoxaprofen, benoxaprofen, antibiotic—calcimycin.Computed Properties of C13H8BrNO

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Phosphonium acidic ionic liquid: an efficient and recyclable homogeneous catalyst for the synthesis of 2-arylbenzoxazoles, 2-arylbenzimidazoles and 2-arylbenzothiazoles was written by Nguyen, Quang The;Hang, Anh-Hung Thi;Nguyen, Thuy-Linh Ho;Chau, Duy-Khiem Nguyen;Tran, Phuong Hoang. And the article was included in RSC Advances in 2018.SDS of cas: 99586-31-9 This article mentions the following:

A highly efficient and green strategy was developed for the synthesis of 2-arylbenzoxazoles, 2-arylbenzimidazoles and 2-arylbenzothiazoles I [R = H, Me, Cl, NO₂; Ar = Ph, 4-FC₆H₄, 4-pyridyl, etc.; X = NH, O, S] via phosphonium acidic ionic liquid catalyzed condensation of o-aminophenols, o-phenylenediamine and o-aminothiophenol, resp. with aryl aldehydes. Triphenyl(butyl-3-sulfonyl)phosphonium toluenesulfonate catalyst was easily obtained from cheap and available starting materials through a one-pot synthesis and its structure was identified by ¹H NMR, ¹³C NMR, ³¹P NMR, and FT-IR techniques. Other properties including thermal stability and acidity were determined by TGA and Hammett acidity function method. The merits of this protocol were good yield, short reaction time, broad substrate scope, mild conditions and recyclability of catalyst. In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9SDS of cas: 99586-31-9).

2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9) belongs to benzoxazole derivatives. Benzoxazole derivatives have different biological activities. Due to its versatile biological properties, benzoxazole has been incorporated as an essential pharmacophore and substructure in many medicinal compounds.SDS of cas: 99586-31-9

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Correlation of N.M.R. chemical shifts of 2-methyl protons of substituted benzazoles with Hammett’s substituents constants was written by Modica, Gaetano Di;Barni, Ermanno;Gasco, Alberto. And the article was included in Journal of Heterocyclic Chemistry in 1965.Recommanded Product: 2,5-Dimethylbenzoxazole This article mentions the following:

The chem. shifts of 2-methyl protons of twenty-one 5- and 6-substituted benzazoles determined in carbon tetrachloride solution, were plotted against the Hammett substituent constants using σ_m for groups in the 5- position and σ_p for groups in the 6-position, obtaining satisfactory linear correlations. These results are taken to indicate that electronic effects are transmitted to the 2-position predominantly through the N atom and that virtually no transmission occurs through the hetero atom. The deshielding effect of the hetero atom is opposite to the electronegativity and this may be qual. explained in terms of different aromaticity of these heterocycles. In the experiment, the researchers used many compounds, for example, 2,5-Dimethylbenzoxazole (cas: 5676-58-4Recommanded Product: 2,5-Dimethylbenzoxazole).

2,5-Dimethylbenzoxazole (cas: 5676-58-4) belongs to benzoxazole derivatives. Being a heterocyclic compound, benzoxazole finds use in research as a starting material for the synthesis of larger, usually bioactive structures. It is found within the chemical structures of pharmaceutical drugs such as flunoxaprofen and tafamidis.Recommanded Product: 2,5-Dimethylbenzoxazole

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Cyclopalladated ferrocenylimine catalyzed chlorination of 2-arylbenzoxazoles was written by Leng, Yuting;Yang, Fan;Wu, Yangjie;Li, Ke. And the article was included in Chinese Journal of Chemistry in 2011.Product Details of 99586-31-9 This article mentions the following:

An efficient and facile protocol for palladacycle-catalyzed chlorination of 2-arylbenzoxazoles was developed. The results represent the first examples involving the palladacycle as the catalyst for such chlorination. This chlorination was not a ligand-directed ortho-C-H activation, but an electrophilic substitution process at the para-position of the nitrogen atom in the benzo ring of benzoxazole moiety, the regiochem. of which had been confirmed by HMBC spectral anal. The catalytic system could tolerate various halogen atoms, such as F, Cl and Br, affording the corresponding products in moderate to excellent yields. In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9Product Details of 99586-31-9).

2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9) belongs to benzoxazole derivatives. Although benzoxazole itself is of little practical value, many derivatives of benzoxazoles are commercially important. The wide range in therapeutic potential of benzoxazole derivatives is related to the favourable interactions of the benzoxazole moiety with different protein targets.Product Details of 99586-31-9

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem