Day: February 23, 2023

(N-heterocyclic carbene)PdCl(N-heterocyclic carboxylate) complexes: Synthesis and catalytic activities towards arylation of benzoxazoles with aryl halides was written by Yang, Jin. And the article was included in Applied Organometallic Chemistry in 2018.SDS of cas: 132227-03-3 This article mentions the following:

A series of N-heterocyclic carboxylate-stabilized N-heterocyclic carbene palladium complexes has been synthesized and fully characterized. The solid-state structures indicate that each of the palladium centers is coordinated by an N-heterocyclic carbene, a chloride and a bidentate N,O-donor N-heterocyclic carboxylate ligand. The catalytic performance of the complexes was screened and the results revealed that the complexes exhibit moderate to high catalytic activities for the direct C-H bond arylation of benzoxazoles with aryl bromides. 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 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: 132227-03-3

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

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

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

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