Category: benzoxazole

Cobalt-Catalyzed Cross-Dehydrogenative Coupling Reactions of (Benz)oxazoles with Ethers was written by Li, Yanrong;Wang, Mengshi;Fan, Wei;Qian, Fen;Li, Guigen;Lu, Hongjian. And the article was included in Journal of Organic Chemistry in 2016.Recommanded Product: 132227-03-3 This article mentions the following:

The cobalt-catalyzed cross-dehydrogenative coupling of (benz)oxazoles and ethers is described. Access to some important bioactive heteroaryl ether derivatives was achieved using CoCO₃ as an inexpensive catalyst at levels as low as 1.0 mol %. Investigation of the mechanism indicates a catalytic cycle involving a radical process. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3Recommanded Product: 132227-03-3).

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) belongs to benzoxazole derivatives. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as antibacterial, antifungal, anticancer.Recommanded Product: 132227-03-3

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Merging the ring opening of benzoxazoles with secondary amines and an iron-catalyzed oxidative cyclization towards the environmentally friendly synthesis of 2-aminobenzoxazoles was written by Xu, Daqian;Wang, Wenfang;Miao, Chengxia;Zhang, Qiaohong;Xia, Chungu;Sun, Wei. And the article was included in Green Chemistry in 2013.Electric Literature of C8H7NO2 This article mentions the following:

A facile and environmentally friendly method was developed through merging the ring opening of benzoxazoles with secondary amines and an iron-catalyzed oxidative cyclization towards the synthesis of 2-aminobenzoxazoles. In the oxidative cyclization step, with catalytic amounts of FeCl and aqueous H₂O₂ as a green oxidant, highly desirable 2-aminobenzoxazoles were isolated in excellent yields of up to 97%. A plausible radical process is proposed for the oxidative cyclization on the basis of mechanistic studies. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3Electric Literature of C8H7NO2).

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) belongs to benzoxazole derivatives. Although benzoxazole itself is of little practical value, many derivatives of benzoxazoles are commercially important. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as antibacterial, antifungal, anticancer.Electric Literature of C8H7NO2

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Cu^II/H-USY as a regenerable bifunctional catalyst for the additive-free C-H amination of azoles was written by Henrion, Mickael;Smolders, Simon;De Vos, Dirk E.. And the article was included in Catalysis Science & Technology in 2020.Application In Synthesis of 5-Methoxybenzo[d]oxazole This article mentions the following:

A copper-exchanged H-USY zeolite catalyst was developed for the direct C-H amination of azoles with secondary amines in HFIP. The reaction was performed under air without any external additive. The Cu/H-USY catalyst could be regenerated for further re-use without significant decrease in activity. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3Application In Synthesis of 5-Methoxybenzo[d]oxazole).

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) 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. A number of marketed drugs are available having benzoxazole as core active moiety like, nonsteroidal anti-inflammatory drug (NSAID)—flunoxaprofen, benoxaprofen, antibiotic—calcimycin.Application In Synthesis of 5-Methoxybenzo[d]oxazole

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Defluorinative Functionalization of Pd(II) Fluoroalkyl Complexes was written by Wade Wolfe, Michael M.;Shanahan, James P.;Kampf, Jeff W.;Szymczak, Nathaniel K.. And the article was included in Journal of the American Chemical Society in 2020.Safety of 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole This article mentions the following:

When subjected to arylboranes, anionic trifluoromethyl and difluorobenzyl palladium(II) complexes undergo fluoride abstraction followed by 1,1-migratory insertion. The resulting intermediate fluoroalkyl species can be induced to undergo a subsequent transmetalation and reductive elimination from either an in situ formed fluoroboronate (FB(Ar₃)^–) or an exogenous boronic acid/ester (ArB(OR)₂) and nucleophilic activator, representing a net defluorinative arylation reaction. The latter method enabled a structurally diverse substrate scope to be prepared from either an isolated palladium-CF₃ complex, or from Pd(PPh₃)₄ and other com. available reagents. In the experiment, the researchers used many compounds, for example, 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole (cas: 936902-12-4Safety of 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole).

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole (cas: 936902-12-4) 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. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as antiparkinson, inhibition of hepatitis C virus, 5-HT3 antagonistic effect.Safety of 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Silver-mediated direct amination of benzoxazoles: tuning the amino group source from formamides to parent amines was written by Cho, Seung Hwan;Kim, Ji Young;Lee, S. Yunmi;Chang, Sukbok. And the article was included in Angewandte Chemie, International Edition in 2009.Recommanded Product: 5-Methoxybenzo[d]oxazole This article mentions the following:

Decarbonylative amination of benzoxazole derivatives with formamides was achieved in presence of Ag₂CO₃ and p-anisic acid. The aminobenzoxazole derivatives were obtained in good yields using this method. Meanwhile, silver-mediated direct amination of benzoxazole with amines were also performed in good yields under same reaction conditions. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3Recommanded Product: 5-Methoxybenzo[d]oxazole).

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) 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. In the past years, numerous benzoxazole derivatives have been synthesised and evaluated for their biological potential.Recommanded Product: 5-Methoxybenzo[d]oxazole

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Design and synthesis of 1,2,3-triazole incorporated pyrimidine-benzoxazole derivatives as anticancer agents was written by Sudhakar, D. G. S.;Rao, A. Srinivasa;Reddy, Ch. Venkata Ramana;Somaiah, Nalla. And the article was included in Chemical Data Collections in 2022.Recommanded Product: (2-Amino-1,3-benzoxazol-5-yl)boronic acid hydrochloride This article mentions the following:

A new library of 1,2,3-triazole linked pyrimidine-benzoxazole derivatives I [Ar = pyridin-4-yl, 4-ClC₆H₄, pyrimidin-2-yl, etc.] was synthesized and characterized. Further, the preliminary anticancer activities of compounds I were tested on four human cancer cell lines such as prostate cancer (PC3 and DU-145), lung cancer (A549) and breast cancer (MCF-7) by using of MTT method. These activities were compared with clin. drug candidate etoposide. Among the screened compounds, five compounds I [R = pyridin-4-yl, pyrimidin-2-yl, 3,5-(Me)₂C₆H₃, 3,5-(OMe)₂C₆H₃, 3,4,5-(OMe)₃C₆H₂] exhibited considerable activities on four cell lines. In which one compound I [R = pyrimidin-2-yl] showed most promising activity among the synthesized compounds In the experiment, the researchers used many compounds, for example, (2-Amino-1,3-benzoxazol-5-yl)boronic acid hydrochloride (cas: 1404480-15-4Recommanded Product: (2-Amino-1,3-benzoxazol-5-yl)boronic acid hydrochloride).

(2-Amino-1,3-benzoxazol-5-yl)boronic acid hydrochloride (cas: 1404480-15-4) belongs to benzoxazole derivatives. Benzoxazole derivatives have different biological activities. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as anti-inflammatory, antimycobacterial, antihistamine.Recommanded Product: (2-Amino-1,3-benzoxazol-5-yl)boronic acid hydrochloride

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Rh(I)-Bisphosphine-Catalyzed Asymmetric, Intermolecular Hydroheteroarylation of α-Substituted Acrylate Derivatives was written by Filloux, Claire M.;Rovis, Tomislav. And the article was included in Journal of the American Chemical Society in 2015.SDS of cas: 132227-03-3 This article mentions the following:

Asym. hydroheteroarylation of alkenes represents a convenient entry to elaborated heterocyclic motifs. While chiral acids are known to mediate asym. addition of electron-rich heteroarenes to Michael acceptors, very few methods exploit transition metals to catalyze alkylation of heterocycles with olefins via a C-H activation, migratory insertion sequence. Herein, we describe the development of an asym., intermol. hydroheteroarylation reaction of α-substituted acrylates with benzoxazoles. The reaction provides 2-substituted benzoxazoles in moderate to excellent yields and good to excellent enantioselectivities [e.g., 4-methylbenzoxazole + Et methacrylate → I (88% yield, 94% ee)]. Notably, a series of mechanistic studies appears to contradict a pathway involving enantioselective protonation of a Rh(I)-enolate, despite the fact that such a mechanism is invoked almost unanimously in the related addition of aryl boronic acids to methacrylate derivatives Evidence suggests instead that migratory insertion or beta-hydride elimination is enantiodetermining and that isomerization of a Rh(I)-enolate to a Rh(I)-heterobenzyl species insulates the resultant α-stereocenter from epimerization. A bulky ligand, CTH-(R)-Xylyl-P-Phos, is crucial for reactivity and enantioselectivity, as it likely discourages undesired ligation of benzoxazole substrates or intermediates to on- or off-cycle rhodium complexes and attenuates coordination-promoted product epimerization. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3SDS of cas: 132227-03-3).

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) belongs to benzoxazole derivatives. Benzoxazole nucleus is one of the most important heterocyclic compounds exhibiting remarkable pharmacological activities. In the past years, numerous benzoxazole derivatives have been synthesised and evaluated for their biological potential.SDS of cas: 132227-03-3

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Catalytic Direct C2-Alkenylation of Oxazoles at Parts per Million Levels of Palladium/PhMezole-Phos Complex was written by Fu, Wai Chung;Wu, Yong;So, Chau Ming;Wong, Shun Man;Lei, Aiwen;Kwong, Fuk Yee. And the article was included in Organic Letters in 2016.COA of Formula: C8H7NO2 This article mentions the following:

General direct C2-alkenylation of oxazoles is reported using alkenyl tosylates at ppm levels of palladium catalyst. From a series of ligands screened, PhMezole-Phos emerged as the promising ligand candidate to facilitate this reaction. Significantly, the method is scalable and exhibits excellent substrate tolerance. Highly sterically hindered substrates and small vinyl tosylate can be coupled successfully. Moreover, our method enables a rapid diversification of oxazole-based C^N ligands which can be readily derived into new group 9 organometallic compounds In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3COA of Formula: C8H7NO2).

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) belongs to benzoxazole derivatives. Benzoxazoles belong to the group of well-known antifungal agents with antioxidant, antiallergic, antitumoral and antiparasitic activity. A number of marketed drugs are available having benzoxazole as core active moiety like, nonsteroidal anti-inflammatory drug (NSAID)—flunoxaprofen, benoxaprofen, antibiotic—calcimycin.COA of Formula: C8H7NO2

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Copper-Catalyzed Enantioconvergent Cross-Coupling of Racemic Alkyl Bromides with Azole C(sp²)-H Bonds was written by Su, Xiao-Long;Ye, Liu;Chen, Ji-Jun;Liu, Xiao-Dong;Jiang, Sheng-Peng;Wang, Fu-Li;Liu, Lin;Yang, Chang-Jiang;Chang, Xiao-Yong;Li, Zhong-Liang;Gu, Qiang-Shuai;Liu, Xin-Yuan. And the article was included in Angewandte Chemie, International Edition in 2021.Quality Control of 5-Methoxybenzo[d]oxazole This article mentions the following:

The development of enantioconvergent cross-coupling of racemic alkyl halides directly with heteroarene C(sp²)-H bonds has been impeded by the use of a base at elevated temperature that leads to racemization. We herein report a copper(I)/cinchona-alkaloid-derived N,N,P-ligand catalytic system that enables oxidative addition with racemic alkyl bromides under mild conditions. Thus, coupling with azole C(sp²)-H bonds has been achieved in high enantioselectivity, affording a number of potentially useful α-chiral alkylated azoles, such as 1,3,4-oxadiazoles, oxazoles, and benzo[d]oxazoles as well as 1,3,4-triazoles, for drug discovery. Mechanistic experiments indicated facile deprotonation of an azole C(sp²)-H bond and the involvement of alkyl radical species under the reaction conditions. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3Quality Control of 5-Methoxybenzo[d]oxazole).

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) belongs to benzoxazole derivatives. Although benzoxazole itself is of little practical value, many derivatives of benzoxazoles are commercially important. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as anti-inflammatory, antimycobacterial, antihistamine.Quality Control of 5-Methoxybenzo[d]oxazole

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

User-Friendly [(Diglyme)NiBr₂]-Catalyzed Direct Alkylations of Heteroarenes with Unactivated Alkyl Halides through C-H Bond Cleavages was written by Ackermann, Lutz;Punji, Benudhar;Song, Weifeng. And the article was included in Advanced Synthesis & Catalysis in 2011.Computed Properties of C8H7NO2 This article mentions the following:

A nitrogen and phosphorus ligand-free catalytic system derived from inexpensive [(diglyme)NiBr₂] allowed for efficient direct C-H bond alkylations of heteroarenes (benzoxazoles and benzothiazole) with unactivated β-hydrogen-containing alkyl halides under basic reaction conditions. Mechanistic studies suggested a radical intermediate in the catalytic cycle. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3Computed Properties of C8H7NO2).

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) belongs to benzoxazole derivatives. Benzoxazole derivatives have different biological activities. In the past years, numerous benzoxazole derivatives have been synthesised and evaluated for their biological potential.Computed Properties of C8H7NO2

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem