Tag: M.W=150-200

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

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

Sinai, Adam published the artcileAryl-Diadamantyl Phosphine Ligands in Palladium-Catalyzed Cross-Coupling Reactions: Synthesis, Structural Analysis, and Application, Category: nitriles-buliding-blocks, the main research area is aryl diadamantyl phosphine ligand palladium catalyst preparation coupling; Buchwald Hartwig tosyl hydrazone coupling.

Synthesis, temperature-dependent NMR structure study and use of a new, stable and easily accessible aryl-diadamantylphosphine ligand family is reported. The bulky and electron-rich phosphorus center of the ligand enhances the catalytic activity of palladium in cross-coupling reactions of sterically demanding ortho-substituted aryl halides. In the authors’ study, the authors demonstrated the synthetic applicability of the new phosphine ligands in Buchwald-Hartwig and tosyl hydrazone coupling reactions.

European Journal of Organic Chemistry published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 204078-32-0 belongs to class nitriles-buliding-blocks, name is 2-Morpholinobenzonitrile, and the molecular formula is C11H12N2O, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Belfield, Andrew J. published the artcileSynthesis of Meta-substituted aniline derivatives by nucleophilic substitution, Recommanded Product: 2-Morpholinobenzonitrile, the main research area is fluorobenzene amine aromatic nucleophilic substitution; aniline derivative preparation; morpholine phenyl preparation.

Substitution by amines of fluorobenzenes containing a meta-substituted electron withdrawing group (EWG), in DMSO at 100°C over 60 h gave meta-substituted aniline derivatives in isolated yields of up to 98%. The scope of the reaction is explored in terms of reaction conditions and substrates. It is postulated that facile meta-substitutions are facilitated through field stabilization of the intermediate anion by EWG substituents.

Tetrahedron published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 204078-32-0 belongs to class nitriles-buliding-blocks, name is 2-Morpholinobenzonitrile, and the molecular formula is C11H12N2O, Recommanded Product: 2-Morpholinobenzonitrile.

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

Varala, Ravi published the artcileScope and utility of CsOH·H2O in amination reactions via direct coupling of aryl halides and sec-alicyclic amines, SDS of cas: 204078-32-0, the main research area is coupling aryl halide alicyclic amine cesium hydroxide catalyst.

Direct coupling of aryl halides with sec-alicyclic amines promoted by CsOH·H2O in DMSO to the corresponding aryl substituted amines, with good to excellent yields, is reported herein. A variety of aryl halides and sec-alicyclic amines with a broad range of electronic diversity and functional groups was studied in this transformation, thus offering general applicability in organic synthesis.

Synlett published new progress about Alicyclic amines Role: RCT (Reactant), RACT (Reactant or Reagent). 204078-32-0 belongs to class nitriles-buliding-blocks, name is 2-Morpholinobenzonitrile, and the molecular formula is C11H12N2O, SDS of cas: 204078-32-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Shackelford, Scott A. published the artcileElectrophilic tetraalkylammonium nitrate nitration. II. Improved anhydrous aromatic and heteroaromatic mononitration with tetramethylammonium nitrate and triflic anhydride, including selected microwave examples. [Erratum to document cited in CA138:169603], Quality Control of 5653-62-3, the main research area is erratum nitration aromatic heteroaromatic tetramethylammonium nitrate trifluoromethanesulfonic anhydride; microwave nitration aromatic heteroaromatic tetramethylammonium nitrate erratum.

The correct structure of product 37b in Table 5 on page 271 is given. On page 274, the last sentence before the Exptl. Section should read, “”One known compound was obtained for the first time by direct nitration, and…””. On page 2 in the last sentence of the Supporting Information and on page 3 in line 2 of the Supporting Information, “”(431 mmol)”” should be “”(4310 mmol)””.

Journal of Organic Chemistry published new progress about Aromatic compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Quality Control of 5653-62-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Shackelford, Scott A. published the artcileElectrophilic tetraalkylammonium nitrate nitration. II. Improved anhydrous aromatic and heteroaromatic mononitration with tetramethylammonium nitrate and triflic anhydride, including selected microwave examples, HPLC of Formula: 5653-62-3, the main research area is nitration aromatic heteroaromatic tetramethylammonium nitrate trifluoromethanesulfonic anhydride; microwave nitration aromatic heteroaromatic tetramethylammonium nitrate.

A new one-pot nitration employing tetramethylammonium nitrate and trifluoromethanesulfonic anhydride in dichloromethane to provide a ready source of the nitronium triflate nitrating agent is presented. Rapid and selective nitration with a variety of aromatic and heteroaromatic substrates is achieved resulting in the synthesis of several novel organic compounds A distinct advantage is the removal of undesired byproducts by aqueous workup. This very mild nitration permits large-scale syntheses and gives high isolated product yields that often require no further purification This tetramethylammonium nitrate-based nitration also has been applied to microwave-assisted conditions, and the results with several compounds are outlined.

Journal of Organic Chemistry published new progress about Aromatic compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, HPLC of Formula: 5653-62-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ushijima, Sousuke published the artcileOne-pot conversion of aromatic bromides and aromatics into aromatic nitriles via aryllithiums and their DMF adduct, HPLC of Formula: 5653-62-3, the main research area is aryl halide butyl lithium DMF iodine reaction; aromatic nitrile preparation.

Various aromatic bromides and iodides were smoothly converted into the corresponding aromatic nitriles in good to moderate yields by the treatment with n-butyllithium and subsequently DMF, followed by treatment with mol. iodine in aq NH3. The same treatment of typical aromatics and heteroaromatics with n-butyllithium and subsequently DMF, followed by treatment with mol. iodine in aq NH3 also provided the corresponding aromatic nitriles in good yields. Moreover, the same treatment of aromatic bromides and aromatics with half amount of DIH (1,3-diiodo-5,5-dimethylhydantoin) instead of mol. iodine worked effectively to give the corresponding aromatic nitriles, resp., in good yields. These reactions are novel and environmentally benign one-pot methods for the preparation of aromatic nitriles from aromatic bromides and aromatics, resp., through the formation of aryllithiums and their DMF adducts.

Tetrahedron published new progress about Aromatic nitriles Role: SPN (Synthetic Preparation), PREP (Preparation). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, HPLC of Formula: 5653-62-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Hu, Jiaxing published the artcileTfOH-catalyzed synthesis of 3-aryl isoindolinones via a tandem reaction, Formula: C10H9NO3, the main research area is regioselective arylisoindolinone preparation tandem reaction electron rich arene formylbenzonitrile; metal free trifluoromethanesulfonic acid catalyzed carbon hydrogen functionalization.

A convenient metal-free method for the synthesis of 3-aryl isoindolinones via TfOH catalyzed aromatic C-H functionalization of electron-rich arenes with 2-formylbenzonitriles is developed. This process provided a new efficient strategy for the synthesis of isoindolinone derivatives in good to high yields and regioselectivities by forming two bonds.

Chemical Communications (Cambridge, United Kingdom) published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent). 1013112-48-5 belongs to class nitriles-buliding-blocks, name is 2-Formyl-4,5-dimethoxybenzonitrile, and the molecular formula is C10H9NO3, Formula: C10H9NO3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts