Category: 87150-13-8

Zhou, Ping-Xin published the artcilePalladium/copper-catalyzed decarbonylative heteroarylation of amides via C-N bond activation, SDS of cas: 87150-13-8, the main research area is aryl oxazole preparation; amide oxazole decarbonylative heteroarylation palladium copper catalyst.

A novel strategy for the synthesis of 2-arylated oxazole derivatives, e.g., 5-(1-naphthalenyl)-2-phenyloxazole via palladium/copper-catalyzed decarbonylative heteroarylation of amides RC(O)NR1R2 (R = C6H5, 2-FC6H4, 1-naphthyl, etc.; R1R2 = -C(O)(CH2)3C(O)-, -C(O)(CH2)2C(O)-) via C-N bond activation by ground-state destabilization has been reported. This transformation shows good functional group tolerance and delivers the versatile 2-arylated oxazole derivatives in moderate to good yields. This transformation provides unique and efficient strategies for converting readily available amides and the precursor carboxylic acids into valuable chems.

Organic Chemistry Frontiers published new progress about Amides Role: RCT (Reactant), RACT (Reactant or Reagent). 87150-13-8 belongs to class nitriles-buliding-blocks, name is 4-(5-Oxazolyl)benzonitrile, and the molecular formula is C10H6N2O, SDS of cas: 87150-13-8.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Lehmann, Johannes published the artcileThe Kondrat’eva Reaction in Flow: Direct Access to Annulated Pyridines, COA of Formula: C10H6N2O, the main research area is annulated pyridine preparation; continuous flow inverse electron demand Kondrateva cycloaddition reaction; cycloaddition reaction continuous flow oxazole cycloalkene.

A continuous flow inverse-electron-demand Kondrat’eva reaction has been developed that provides direct access to cycloalka[c]pyridines from unactivated oxazoles and cycloalkenes. The cycloadditions of both unactivated alkenes and deactivated oxazoles are promoted in continuous flow at elevated temperatures and pressures (230 °C, 750psi). E.g., reaction of 5-phenyloxazole and cyclopentene in presence of TFA gave 55% 4-phenyl-6,7-dihydro-5H-cyclopenta[c]pyridine (I). Annulated pyridines obtained by this one-step process are valuable scaffolds for medicinal chem.

Organic Letters published new progress about Cycloalkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 87150-13-8 belongs to class nitriles-buliding-blocks, name is 4-(5-Oxazolyl)benzonitrile, and the molecular formula is C10H6N2O, COA of Formula: C10H6N2O.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Shi, Xinzhe published the artcileReaction Conditions for the Regiodivergent Direct Arylations at C2- or C5-Positions of Oxazoles using Phosphine-Free Palladium Catalysts, Quality Control of 87150-13-8, the main research area is arylated oxazole regioselective preparation; oxazole aryl bromide arylation palladium catalyst.

Two sets of reaction conditions for the regiodivergent C2- or C5- direct arylations of oxazole were reported. In both cases, phosphine-free catalysts and inexpensive bases were employed allowing the access to the arylated oxazoles I [R = H, 4-ClC6H4, 1-naphthyl, etc.; R1 = H, 4-O2NC6H4, 4-pyridyl, etc.] in moderate to high yields. Using Pd(OAc)2/KOAc as catalyst and base, regioselective C5-arylations were observed; whereas, using Pd(acac)2/Cs2CO3 system, the arylation occurred at the C2-position of oxazole. The higher reactivity of C5-H bond of oxazole as compared to the C2-H bond in the presence of Pd(OAc)2/KOAc system was consistent with a concerted metalation deprotonation mechanism; whereas the C2-arylation likely occurred via a simple base deprotonation of the oxazole C2-position. Then, from these C2- or C5-arylated oxazoles, a second palladium-catalyzed direct C-H bond arylation afforded 2,5-diaryloxazoles with two different aryl groups. Also applied these sequential arylations to the straightforward synthesis of 2-arylphenanthro[9,10-d]oxazoles via three C-H bond functionalization steps. The Ru-catalyzed C-H arylation of the aryl unit of 2-aryloxazoles was also described.

Advanced Synthesis & Catalysis published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 87150-13-8 belongs to class nitriles-buliding-blocks, name is 4-(5-Oxazolyl)benzonitrile, and the molecular formula is C10H6N2O, Quality Control of 87150-13-8.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Primas, Nicolas published the artcileSynthesis of 2-TIPS-oxazol-5-ylboronic acid pinacol ester: efficient route to 5-(het)aryloxazoles via Suzuki cross-coupling reaction, Formula: C10H6N2O, the main research area is silyloxazolylboronic pinacol ester preparation Suzuki coupling reaction aryl halide; oxazole aryl heteroaryl preparation.

A facile synthetic route to the new 2-TIPS-oxazol-5-ylboronic acid pinacol ester was described herein. Its reactivity toward Suzuki cross-coupling reaction was studied to provide various 5-(het)aryloxazoles. E.g., Suzuki cross-coupling reaction of 2-TIPS-oxazol-5-ylboronic acid pinacol ester I with 4-MeOC6H4I gave 79% 5-aryloxazole II. A wide range of functions on the aryl moiety are tolerated.

Tetrahedron published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 87150-13-8 belongs to class nitriles-buliding-blocks, name is 4-(5-Oxazolyl)benzonitrile, and the molecular formula is C10H6N2O, Formula: C10H6N2O.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Rahimzadeh, Golnaz published the artcileImprovement of the Van Leusen reaction in the presence of β-cyclodextrin as a green and efficient catalyst for synthesis of oxazoles in water, Quality Control of 87150-13-8, the main research area is tosylmethylisocyanide aryl aldehyde reusable cyclodextrin green Van Leusen heterocyclization; aryl oxazole preparation.

An efficient approach for the synthesis of oxazoles through the Van Leusen reaction in the presence of β-cyclodextrin was described. In aqueous medium using β-cyclodextrin as a supramol. catalyst, tosylmethyl isocyanide was deprotonated by triethylamine and subsequently underwent an addition/cyclization reaction with aldehydes to produce corresponding oxazoles in excellent yields. This protocol improved the Van Leusen reaction with the use of catalytic amounts of base at low temperature in green media.

Zeitschrift fuer Naturforschung, B: A Journal of Chemical Sciences published new progress about Aryl aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 87150-13-8 belongs to class nitriles-buliding-blocks, name is 4-(5-Oxazolyl)benzonitrile, and the molecular formula is C10H6N2O, Quality Control of 87150-13-8.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Yamamuro, Daisuke published the artcileSynthesis and biological activity of 5-(4-methoxyphenyl)oxazole derivatives, Safety of 4-(5-Oxazolyl)benzonitrile, the main research area is oxazole thiazole imidazole preparation antibacterial antifungal anticancer agent; 5-(4�Methoxyphenyl)-oxazole; Caenorhabditis elegans; Hatch inhibition.

5-(4-Methoxyphenyl)oxazole (MPO), originally reported as a synthetic compound, was isolated from a fungal culture broth as an inhibitor of hatch and growth of Caenorhabditis elegans. Nineteen MPO derivatives were chem. synthesized, but showed no effect on C. elegans hatch and growth. These findings strongly suggested that the whole structure of MPO is essential for anti-C. elegans activity. The title compounds thus formed included 5-(4-methoxyphenyl)oxazole, 4-(5-oxazolyl)phenol, 4-(5-oxazolyl)benzoic acid Me ester, 4-[5-(4-methoxyphenyl)-2-oxazolyl]benzoic acid, 5-(4-methoxyphenyl)thiazole, 5-(4-methoxyphenyl)-1H-imidazole. The synthesis of the target compounds was achieved by a reaction of aldehydes with 1-[(isocyanatomethyl)sulfonyl]-4-methylbenzene (TosMIC).

Bioorganic & Medicinal Chemistry Letters published new progress about Acute promyelocytic leukemia (human promyelocytic leukemia cell line). 87150-13-8 belongs to class nitriles-buliding-blocks, name is 4-(5-Oxazolyl)benzonitrile, and the molecular formula is C10H6N2O, Safety of 4-(5-Oxazolyl)benzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Odani, Riko published the artcileCopper-Mediated C6-Selective Dehydrogenative Heteroarylation of 2-Pyridones with 1,3-Azoles, Safety of 4-(5-Oxazolyl)benzonitrile, the main research area is heteroarylpyridine preparation; pyridone azole heteroarylation copper; CH cleavage; arylation; copper; pyridones; synthetic methods.

A copper-mediated C6-selective dehydrogenative heteroarylation of 2-pyridones with 1,3-azoles has been developed. The reaction proceeded smoothly by two fold C-H cleavage even in the absence of noble-metal catalysts. The observed site selectivity was directed by a pyridyl substituent on the nitrogen atom of the pyridone ring. This directing group was readily removed after the coupling event, thus leading to 2-pyridone derivatives with a free N-H group. Moreover, in some cases, catalytic turnover of the Cu salt was also possible with the ideal terminal oxidant: mol. oxygen in air.

Angewandte Chemie, International Edition published new progress about Heteroarylation (dehydrogenative). 87150-13-8 belongs to class nitriles-buliding-blocks, name is 4-(5-Oxazolyl)benzonitrile, and the molecular formula is C10H6N2O, Safety of 4-(5-Oxazolyl)benzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Nishino, Mayuko published the artcileCopper-Mediated C-H/C-H Biaryl Coupling of Benzoic Acid Derivatives and 1,3-Azoles, Application of 4-(5-Oxazolyl)benzonitrile, the main research area is biaryl preparation; amide aromatic heteroaromatic coupling azole copper mediated.

A precious metal-free copper-mediated intermol. diaryl coupling of aromatic and heteroaromatic amides XC(O)NHQ (Q = 8-quinolinyl; X = Ph, 3-MeC6H4, 4-t-BuC6H4, 1-naphthyl, 2-furyl, 2-thienyl, 1-methyl-2-indolyl, 4-pyridyl, etc.) with 1,3-azoles R-H (R = 2-benzoxazolyl, 5-phenyl-2-oxazolyl, 2-thiazolyl, 1-methyl-2-imidazolyl, etc.) to provide the corresponding biaryls o-RXC(O)NHQ has been developed. The key to success is the installation of an amide-based bidentate coordinating group, which can be easily transformed into an ester group after the coupling reaction. Kinetic studies indicated that the rate-limiting step is the aromatic C-H bond cleavage of the N-(8-quinolinyl) amides.

Angewandte Chemie, International Edition published new progress about Arylation. 87150-13-8 belongs to class nitriles-buliding-blocks, name is 4-(5-Oxazolyl)benzonitrile, and the molecular formula is C10H6N2O, Application of 4-(5-Oxazolyl)benzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts