Tag: M.W=150-200

Chaouni, Wafaa published the artcileSynthesis of methyl 3-azidothieno[2,3-b]pyridine-2-carboxylates and application of the Huisgen reaction, SDS of cas: 103589-67-9, the main research area is ketone malononitrile Knoevenagel; alkylidene malononitrile preparation Vilsmeier Haack; chlorocyanopyridine preparation thioglycolate cyclocondensation bromoacetate cyclization; aminothienopyridinecarboxylate preparation sodium azide azidation; azidothienopyridinecarboxylate preparation Huisgen; triazolothienopyridinecarboxylate preparation.

The preparation of new substituted Me 3-azidothieno[2,3-b]pyridine carboxylates by azotization of Me 3-aminothieno[2,3-b]pyridine and subsequent treatment with sodium azide is described. Via Huisgen’s 1,3-dipolar cycloaddition between substituted alkynes and the prepared azides, Me 1,2,3-triazolo-thieno[2,3-b]pyridine carboxylates were obtained.

Zeitschrift fuer Naturforschung, B: A Journal of Chemical Sciences published new progress about 1,3-Dipolar cycloaddition reaction. 103589-67-9 belongs to class nitriles-buliding-blocks, name is 3-Chloro-6,7-dihydro-5H-cyclopenta[c]pyridine-4-carbonitrile, and the molecular formula is C9H7ClN2, SDS of cas: 103589-67-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Odani, Riko published the artcileCopper-Mediated Dehydrogenative Biaryl Coupling of Naphthylamines and 1,3-Azoles, SDS of cas: 87150-13-8, the main research area is dehydrogenative regioselective cross coupling naphthylamine azole picolinamide directing group; copper catalyst dehydrogenative regioselective cross coupling naphthylamine azole.

A copper-mediated dehydrogenative biaryl cross-coupling of naphthylamines and 1,3-azoles has been developed. The key to its success is the introduction of an N,N-bidentate coordination system based on the picolinamide directing group. The reaction proceeds smoothly without precious transition metal catalysts and provides highly π-extended heterobiaryls directly. E.g., in presence of Cu(OAc)2 and pivalic acid in mesitylene, dehydrogenative cross-coupling of N-(2-pyridylcarbonyl)-substituted 2-naphthylamine (I) with benzoxazole gave 73% II.

Journal of Organic Chemistry published new progress about Azoles 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

Nishino, Mayuko published the artcileCopper-Mediated and Copper-Catalyzed Cross-Coupling of Indoles and 1,3-Azoles: Double C-H Activation, Formula: C10H6N2O, the main research area is copper catalyst cross coupling indole azole.

Copper-mediated intermol. cross-coupling of indoles and 1,3-azoles occurred with chelation assistance of a 2-pyrimidyl group. A catalytic variant has been achieved by using atm. O2 as the sole oxidant. E.g., in presence of 20 mol% Cu(OAc)2 and AcOH, reaction of N-(2-pyrimidyl)indole and benzoxazole in air gave 59% I. The cross-coupling occurs exclusively at the indole C2-postion. The 2-pyrimidyl group may be removed by treatment with NaOMe in DMSO.

Angewandte Chemie, International Edition published new progress about Azoles 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

Chen, Ban Chin published the artcileNitrogen-15 NMR spectroscopy. Part X. Nitrogen-15 NMR spectra of azoles with two heteroatoms, SDS of cas: 87150-13-8, the main research area is heterocyclic azole nitrogen NMR; tautomerism ring chain oxazolidine.

The 15N-NMR spectra of azoles, with natural isotope abundance, have been measured under different exptl. conditions, and chem. shifts are reported for imidazoles, pyrazoles, oxazoles, isoxazoles, thiazoles, and isothiazoles. General trends of substituent effects in this heterocyclic series are discussed based on the data of 67 substituted azoles, dihydro- and tetrahydroazoles. 15N, 1H spin-coupling constants have been determined from spectra obtained by [1H] → 15N polarization-transfer experiments, i.e. an application of INEPT and DEPT pulse sequences. Two-bond and three-bond coupling constants are fully assigned and are discussed in terms of the specific pathways in azoles. The potential of structural applications of the new data is illustrated for isomeric nitro-imidazoles and highly-substituted pyrazoles, and in the case of ring-chain tautomerism of 2-substituted tetrahydrooxazoles.

Helvetica Chimica Acta published new progress about Heterocyclic compounds, nitrogen Role: PRP (Properties). 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

Ruan, Jiwu published the artcile[2.2]Paracyclophane-based monophosphine ligand for palladium-catalyzed cross-coupling reactions of aryl chlorides, SDS of cas: 204078-32-0, the main research area is paracyclophane monophosphine JPhos ligand preparation amination coupling catalyst; aryl chloride paracyclophane monophosphine palladium amine Buchwald Hartwig amination; aminobenzene preparation; palladium paracyclophane monophosphine aryl chloride boronic Suzuki Miyaura coupling; biaryl preparation; Buchwald Hartwig amination Suzuki Miyaura coupling catalyst JPhos palladium.

A new [2.2]paracyclophane-based electron-rich and sterically bulky monophosphine ligand has been synthesized by an efficient and straightforward method. When combined with palladium, this ligand shows excellent performance in the Buchwald-Hartwig amination and Suzuki-Miyaura coupling reactions of various aryl chlorides. In both types of reactions, ortho-substituted, deactivated aryl chlorides are shown to be viable substrates. However, the Suzuki-Miyaura coupling appears to be easier, with palladium loading at 0.1 mol% being feasible.

Organic & Biomolecular Chemistry published new progress about 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

Alzieu, Thibaut published the artcileConverting oxazoles into imidazoles: new opportunities for diversity-oriented synthesis, Recommanded Product: 4-(5-Oxazolyl)benzonitrile, the main research area is imidazole preparation; oxazole amine microwave assisted reaction.

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 Amines 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, Recommanded Product: 4-(5-Oxazolyl)benzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Bert, Katrien published the artcileChiral imidate-ferrocenylphosphanes: synthesis and application as P,N-ligands in iridium(I)-catalyzed hydrogenation of unfunctionalized and poorly functionalized olefins, Application of 2-Formyl-4,5-dimethoxybenzonitrile, the main research area is chiral imidate ferrocenylphosphine ligand preparation iridium catalyzed hydrogenation olefin; asym hydrogenation unfunctionalized poorly functionalized olefin imidate ferrocenylphosphine iridium.

A small library of chiral imidate-ferrocenylphosphine ligands was efficiently synthesized (8 examples) and evaluated in the iridium(I)-catalyzed hydrogenation of unfunctionalized and poorly functionalized olefins. These catalysts perform very well in a range of examples (yields and ee’s up to 100%).

Organic & Biomolecular Chemistry published new progress about Alkenes 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, Application of 2-Formyl-4,5-dimethoxybenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Fleckenstein, Christoph A. published the artcile9-Fluorenylphosphines for the Pd-catalyzed Sonogashira, Suzuki, and Buchwald-Hartwig coupling reactions in organic solvents and water, Product Details of C11H12N2O, the main research area is fluorenylphosphine phosphine catalyst Sonogashira Suzuki Buchwald Hartwig coupling reaction.

The lithiation/alkylation of fluorene leads to various 9-alkylfluorenes (alkyl = Me, Et, iPr, Pr, C18H25) in >95% yields, for which lithiation and reaction with R2PCl (R = Cy, iPr, tBu) generates 9-alkyl, 9-PR2-fluorenes which constitute electron-rich and bulky phosphine ligands. The in-situ-formed palladium-phosphine complexes ([Na2PdCl4], phosphonium salt, base, substrates) were tested in the Sonogashira, Suzuki, and Buchwald-Hartwig reactions of aryl chlorides and aryl bromides in organic solvents. The Sonogashira coupling of aryl chlorides at 100-120° leads to >90% yields with 1 mol% of Pd catalyst. The Suzuki coupling of aryl chlorides typically requires 0.05 mol% of Pd catalyst at 100° in dioxane for quant. product formation. To carry out “”green”” cross-coupling reactions in water, 9-ethylfluorenyldicyclohexylphosphine was reacted in sulfuric acid to generate the resp. 2-sulfonated phosphonium salt. The Suzuki coupling of activated aryl chlorides by using this water-soluble catalyst requires only 0.01 mol% of Pd catalyst, while a wide range of aryl chlorides can be quant. converted into the resp. coupling products by using 0.1-0.5 mol% of catalyst in pure water at 100°C. Difficult substrate combinations, such as naphthylboronic acid or 3-pyridylboronic acid and aryl chlorides are coupled at 100° by using 0.1-0.5 mol% of catalyst in pure water to obtain the resp. N-heterocycles in quant. yields. The copper-free aqueous Sonogashira coupling of aryl bromides generates the resp. tolane derivatives in >95% yield.

Chemistry – A European Journal published new progress about Alkynes 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, Product Details of C11H12N2O.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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

Zhang, Wandi published the artcileSynthesis of nitriles via palladium-catalyzed water shuffling from amides to acetonitrile, HPLC of Formula: 5653-62-3, the main research area is amide dehydration palladium; nitrile preparation; palladium dehydration catalyst.

Palladium-catalyzed synthesis of nitriles from amides has been described. Two similar, but complementary reaction conditions have been identified to convert various amides including α,β,γ,δ-unsaturated amides, cinnamides, aromatic amides and alkyl amides to the corresponding nitriles in good to excellent yield.

Organic & Biomolecular Chemistry published new progress about Amides 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