Tag: M.W=200-250

Mukku, Narasimharao published the artcileA Facile Microwave-Assisted Synthesis of Oxazoles and Diastereoselective Oxazolines Using Aryl-Aldehydes, p-Toluenesulfonylmethyl Isocyanide under Controlled Basic Conditions, SDS of cas: 72571-06-3, the publication is ACS Omega (2020), 5(43), 28239-28248, database is CAplus and MEDLINE.

In this study, a highly efficient two-component [3+2] cycloaddition reaction of substituted aryl aldehydes with 4-toluenesulfonylmethyl isocyanide (TosMIC) in the presence of 2 equiv of potassium phosphate as a base to 5-substituted oxazoles were established in a isopropanol medium under microwave irradiation However, using 1 equiv of K₃PO₄ as a base resulted in the diastereoselective synthesis of 4,5-disubstituted oxazolines under identical reaction conditions. The foremost benefits of these protocols are the moderate-to-excellent yields with good functional group compatibility, simple exptl. procedure, inexpensive readily available starting materials, nonchromatog. purification, and high bond-forming efficiency. The synthetic manipulation reported herein represents a cleaner route to the sustainable preparation of 5-substituted oxazoles and diastereoselective 4,5-disubstituted oxazolines derivatives

ACS Omega published new progress about 72571-06-3. 72571-06-3 belongs to oxazolidine, auxiliary class Oxazole,Bromide,Benzene, name is 5-(4-Bromophenyl)oxazole, and the molecular formula is C9H6BrNO, SDS of cas: 72571-06-3.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Wang, Min published the artcileA highly efficient palladium-catalyzed desulfitative arylation of azoles with sodium arylsulfinates, Name: 5-(4-Bromophenyl)oxazole, the publication is Tetrahedron (2012), 68(7), 1926-1930, database is CAplus.

A highly efficient palladium-catalyzed direct desulfitative arylation of azoles at C2-position has been developed using sodium arylsulfinates as aryl sources. Azoles including benzoxazoles, benzothiazoles, oxazoles, thiazoles, and 1,3,4-oxadiazoles reacted with sodium arylsulfinates smoothly to generate the corresponding products in good to excellent yields, and various substitution patterns were tolerated toward the reaction.

Tetrahedron published new progress about 72571-06-3. 72571-06-3 belongs to oxazolidine, auxiliary class Oxazole,Bromide,Benzene, name is 5-(4-Bromophenyl)oxazole, and the molecular formula is C8H17Br, Name: 5-(4-Bromophenyl)oxazole.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Alzieu, Thibaut published the artcileConverting oxazoles into imidazoles: new opportunities for diversity-oriented synthesis, Quality Control of 72571-06-3, the publication is Chemical Communications (Cambridge, United Kingdom) (2014), 50(15), 1867-1870, database is CAplus and MEDLINE.

We report the optimization of a neglected reaction for the rapid and direct conversion of oxazoles into N-substituted imidazoles. The utility of this microwave-promoted reaction for diversity-oriented synthesis is demonstrated in the preparation of >40 N-substituted imidazoles, including α-imidazolyl esters.

Chemical Communications (Cambridge, United Kingdom) published new progress about 72571-06-3. 72571-06-3 belongs to oxazolidine, auxiliary class Oxazole,Bromide,Benzene, name is 5-(4-Bromophenyl)oxazole, and the molecular formula is C9H6BrNO, Quality Control of 72571-06-3.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Li, Bijin published the artcileRhodium(III)-Catalyzed ortho-Heteroarylation of Phenols through Internal Oxidative C-H Activation: Rapid Screening of Single-Molecular White-Light-Emitting Materials, Quality Control of 72571-06-3, the publication is Angewandte Chemie, International Edition (2015), 54(47), 14008-14012, database is CAplus and MEDLINE.

Reported herein is the first example of a transition-metal-catalyzed internal oxidative C-H cross-coupling between two (hetero)arenes through a traceless oxidation directing strategy. Without the requirement of an external metal oxidant, a wide range of phenols, including phenol-containing natural products, can undergo the coupling with azoles to assemble a large library of highly functionalized 2-(2-hydroxyphenyl)azoles. The route provides an opportunity to rapidly screen white-light-emitting materials. As illustrative examples, two bis(triphenylamine)-bearing 2-(2-hydroxyphenyl)oxazoles, which are difficult to access otherwise, exhibit bright white-light emission, high quantum yield, and thermal stability. Also presented is the first example of the white-light emission, in a single excited-state intramol. proton transfer system, of 2-(2-hydroxyphenyl)azoles, thus highlighting the charm of C-H activation in the discovery of new organic optoelectronic materials.

Angewandte Chemie, International Edition published new progress about 72571-06-3. 72571-06-3 belongs to oxazolidine, auxiliary class Oxazole,Bromide,Benzene, name is 5-(4-Bromophenyl)oxazole, and the molecular formula is C9H6BrNO, Quality Control of 72571-06-3.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Savanur, Hemantkumar M. published the artcileLibraries of C-5 Substituted Imidazoles and Oxazoles by Sequential Van Leusen (VL)-Suzuki, VL-Heck and VL-Sonogashira in Imidazolium-ILs with Piperidine-Appended-IL as Base, Safety of 5-(4-Bromophenyl)oxazole, the publication is European Journal of Organic Chemistry (2018), 2018(38), 5285-5288, database is CAplus.

Facile access to diverse C5-substituted imidazoles and oxazoles via sequential Van Leusen-Suzuki, Van Leusen-Heck, and Van Leusen-Sonogashira protocols, employing imidazolium-ILs as solvents along with piperidine-appended imidazolium [PAIM][NTf₂] as task-specific basic IL has been demonstrated, in a high-yielding one-pot method, starting with readily available aldimines (for imidazole) or aldehydes (for oxazole) and tosylmethyl isocyanide (TOSMIC), under mild conditions with potential for recycling and reuse of the IL solvent. The scope of the method is supported 49 examples.

European Journal of Organic Chemistry published new progress about 72571-06-3. 72571-06-3 belongs to oxazolidine, auxiliary class Oxazole,Bromide,Benzene, name is 5-(4-Bromophenyl)oxazole, and the molecular formula is C9H6BrNO, Safety of 5-(4-Bromophenyl)oxazole.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Su, Mincong published the artcileNickel-Catalyzed Reductive Cross-Coupling of Aryl Bromides with Vinyl Acetate in Dimethyl Isosorbide as a Sustainable Solvent, Related Products of oxazolidine, the publication is Organic Letters (2022), 24(1), 354-358, database is CAplus and MEDLINE.

A nickel-catalyzed reductive cross-coupling has been achieved using (hetero)aryl bromides and vinyl acetate as the coupling partners. This mild, applicable method provides a reliable access to a variety of vinyl arenes, heteroarenes, and benzoheterocycles, which should expand the chem. space of precursors to fine chems. and polymers. Importantly, a sustainable solvent, di-Me isosorbide, is used, making this protocol more attractive from the point of view of green chem.

Organic Letters published new progress about 72571-06-3. 72571-06-3 belongs to oxazolidine, auxiliary class Oxazole,Bromide,Benzene, name is 5-(4-Bromophenyl)oxazole, and the molecular formula is C3H6O2, Related Products of oxazolidine.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Huang, Quan published the artcileTuning the dual emission of keto/enol forms of excited-state intramolecular proton transfer (ESIPT) emitters via intramolecular charge transfer (ICT), COA of Formula: C9H6BrNO, the publication is Dyes and Pigments (2021), 109497, database is CAplus.

Herein disclosed the adjustment of the dual emission of keto and enol forms of excited-state intramol. proton transfer (ESIPT) emitters via intramol. charge transfer (ICT) effects. Introducing electron-donating triphenylamine (TPA) and electron-withdrawing triphenylboron (TPB) substituents into the para-position of the phenolic hydroxyl group or the side of the oxazole of 2-(2′-hydroxyphenyl)oxazole skeleton endows the resulting compounds (6a-6d) with different photophys. properties. Owing to the ICT effect from electronic donor to acceptor, introducing TPA into the side of oxazole and TPB into the para-position of phenolic hydroxyl is conducive to an enol-form emission (6a). Exchanging the 2 substituents, introducing TPB into the side of oxazole and TPA into the para-position of phenolic hydroxyl, would be beneficial to a keto-form emission (6b). Synchronously introducing 2 identical substituents, whether TPA or TPB, into 2 sides of 2-(2′-hydroxyphenyl)oxazole skeleton (6c and 6d) would lead to the dual emission of keto and enol forms due to the excited-state equilibrium of ESIPT reactions, which are further verified by DFT calculation The organic light-emitting diode (OLED) devices with 6a and 6c as emitters were fabricated, both of which exhibit hybridized local and charge transfer (HLCT) excited-state characters with high external quantum efficiencies (EQEs) of 4.9% and 5.6%, resp.

Dyes and Pigments published new progress about 72571-06-3. 72571-06-3 belongs to oxazolidine, auxiliary class Oxazole,Bromide,Benzene, name is 5-(4-Bromophenyl)oxazole, and the molecular formula is C9H6BrNO, COA of Formula: C9H6BrNO.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Murugesan, Natesan published the artcileBiphenylsulfonamide endothelin receptor antagonists: discovery of 4′-oxazolyl biphenylsulfonamides as a new class of potent, highly selective ET_A antagonists, Computed Properties of 72571-06-3, the publication is Journal of Medicinal Chemistry (2000), 43(16), 3111-3117, database is CAplus and MEDLINE.

The synthesis and structure-activity relationship (SAR) studies of a series of 4′-oxazolyl-N-(3,4-dimethyl-5-isoxazolyl)[1,1′-biphenyl]-2-sulfonamide derivatives as endothelin-A (ET_A) receptor antagonists are described. The data reveal a remarkable improvement in potency and metabolic stability when the 4′-position of the biphenylsulfonamide is substituted with an oxazole ring. Addnl. 2′-substitution of an acylaminomethyl group further increased the binding activity and provided one of the first subnanomolar ET_A-selective antagonists in the biphenylsulfonamide series (ET_A K_i = 0.2 nM). Among the compounds described, (N-(3,4-dimethyl-5-isoxazolyl)-4′-(2-oxazolyl)[1,1′-biphenyl]-2-sulfonamide; BMS-193884) had the optimum pharmacol. profile and was therefore selected as a clin. candidate for studies in congestive heart failure.

Journal of Medicinal Chemistry published new progress about 72571-06-3. 72571-06-3 belongs to oxazolidine, auxiliary class Oxazole,Bromide,Benzene, name is 5-(4-Bromophenyl)oxazole, and the molecular formula is C9H6BrNO, Computed Properties of 72571-06-3.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Qin, Xurong published the artcileCopper(II)-catalyzed dehydrogenative cross-coupling between two azoles, COA of Formula: C9H6BrNO, the publication is Journal of Organic Chemistry (2012), 77(17), 7677-7683, database is CAplus and MEDLINE.

The copper(II)-catalyzed dehydrogenative coupling between two different azoles for the preparation of unsym. biazoles e. g., I has been developed. The current catalytic system can effectively control the chemoselectivity for heterocoupling over homocoupling.

Journal of Organic Chemistry published new progress about 72571-06-3. 72571-06-3 belongs to oxazolidine, auxiliary class Oxazole,Bromide,Benzene, name is 5-(4-Bromophenyl)oxazole, and the molecular formula is C9H6BrNO, COA of Formula: C9H6BrNO.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Beatty, Joel W. published the artcileA scalable and operationally simple radical trifluoromethylation, Product Details of C9H6BrNO, the publication is Nature Communications (2015), 7919pp., database is CAplus and MEDLINE.

The large number of reagents that was developed for the synthesis of trifluoromethylated compounds was a testament to the importance of the CF₃ group as well as the associated synthetic challenge. Current state-of-the-art reagents for appending the CF₃ functionality directly were highly effective; however, their use on preparative scale had minimal precedent because they required multistep synthesis for their preparation, and/or were prohibitively expensive for large-scale application. For a scalable trifluoromethylation methodol., trifluoroacetic acid and its anhydride represented an attractive solution in terms of cost and availability; however, because of the exceedingly high oxidation potential of trifluoroacetate, previous endeavours to use this material as a CF₃ source was required the use of highly forcing conditions. A strategy for the use of trifluoroacetic anhydride for a scalable and operationally simple trifluoromethylation reaction using pyridine N-oxide and photoredox catalysis to affect a facile decarboxylation to the CF₃ radical was reported.

Nature Communications published new progress about 72571-06-3. 72571-06-3 belongs to oxazolidine, auxiliary class Oxazole,Bromide,Benzene, name is 5-(4-Bromophenyl)oxazole, and the molecular formula is C9H6BrNO, Product Details of C9H6BrNO.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem