Month: November 2022

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

Sudharsan, Murugesan published the artcilePalladium Nanoparticles Incorporated Thiazoline Functionalized Periodic Mesoporous Organosilica: Efficient Catalyst for Selective Hydrogenation & Csp2-Csp2 Bond Formation Reactions, Category: nitriles-buliding-blocks, the main research area is palladium thiazoline nanocatalyst preparation hydrogenation bond formation reaction.

Thiazoline functionalized periodic mesoporous organosilica (TPMO) supported palladium nanoparticles (Pd-TPMO) were fabricated through a co-condensation approach and successive incorporation of palladium nanoparticles using a double-solvent technique. The TPMO and Pd-TPMO were characterized through 29Si MAS NMR, FTIR, SAXS, XPS, FESEM, TEM and N2 adsorption-desorption, which revealed the morphol. and physicochem. properties of the materials. The catalytic performance of Pd-TPMO was evaluated for hydrogenation of industrially important compounds such as styrene epoxide, furfural, nitrobenzene and Csp2-Csp2 bond-formation reactions. The Pd-TPMO mediated catalytic reactions were found to be effective in producing the corresponding products such as 2-phenylethanol, furfuryl alc., aniline with excellent yields and selectivity. The size and stability of palladium nanoparticles within the confined organosilica framework promotes excellent activity and recyclability of the catalyst without a significant loss in the yields for hydrogenation and Csp2-Csp2 bond-formation reactions.

ChemistrySelect published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Saikia, Rakhee published the artcileRevisiting the synthesis of aryl nitriles: a pivotal role of CAN, Formula: C7H6N2, the main research area is nitrile aryl preparation; aryl iodide or bromide CAN cyanation catalyst copper trifluoromethanesulfonate.

Facilitated by the dual role of ceric ammonium nitrate (CAN), herein a cost-effective approach for the cyanation of aryl iodides/bromides with CAN-DMF as an addition to the existing pool of combined cyanation sources was reported. In addition to being an oxidant, CAN acted as a source of nitrogen in our protocol. The reaction was catalyzed by a readily available Cu(II) salt and the ability of CAN to generate ammonia in the reaction medium was utilized to eliminate the addnl. requirement of a nitrogen source, ligand, additive or toxic reagents. The mechanistic study suggested an evolution of CN- leading to the synthesis of a variety of aryl nitriles ArCN [Ar = Ph, 4-OHC6H4, 4-H2NC6H4, etc.] in moderate to good yields. The proposed mechanism was supported by a series of control reactions and labeling experiments

Organic & Biomolecular Chemistry published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Formula: C7H6N2.

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

Hao, Xiaowei published the artcileAir-stable and highly efficient indenyl-derived phosphine ligand: Application to Buchwald-Hartwig amination reactions, Product Details of C11H12N2O, the main research area is palladium complex mesitylindenyldicyclohexylphosphine preparation catalyst Buchwald Hartwig amination; aryl halide Buchwald Hartwig amination palladium catalyst.

2-Mesitylindenyl phosphine ligand (I) and [(2-mesitylindenyl)dicyclohexylphosphine]PdCl2 (II) have been synthesized and fully characterized by NMR and elemental anal., as well as by X-ray crystallog. for II. A Highly active catalyst system derived from a palladium precatalyst and bulky 2-mesitylindenyl phosphine ligand (I) for the Buchwald-Hartwig amination reaction of aryl halides with primary and secondary amines has been developed. This method allows for the preparation of a wide variety of amines in moderate to excellent yields and displays a high level of activity for the coupling of aryl chlorides as well as hindered aryl bromides.

Journal of Organometallic Chemistry published new progress about Aryl bromides 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

Bilgicli, Hayriye Genc published the artcileComposites of palladium nanoparticles and graphene oxide as a highly active and reusable catalyst for the hydrogenation of nitroarenes, Name: 2-Aminobenzonitrile(Flakes or Chunks), the main research area is graphene oxide supported palladium nanoparticle preparation surface structure; nitrobenzene supported palladium nanocatalyst transfer hydrogenation green chem; aniline preparation.

The composite of palladium nanoparticles and graphene oxide (CPG) was synthesized by a facile and very efficient method that provided chem. selectivity and high catalytic activity. The synthesized CPG was characterized by several techniques such as transmission and high-resolution electron microscopy (TEM and HR-TEM), X-ray diffraction (XRD), Raman spectroscopy and Photoelectron spectroscopy (XPS). CPG was tested for selective reduction of nitroarenes at room temperature After the addition of CPG to the reaction media, catalytic performances were depended upon the cooperative effect of hydrogen activation with Pd nanoparticles, where the lack of electrons favors an excellent performance. Nitroarenes can be bound to the energetically preferred adsorption site for the nitro group in elec. enriched graphene oxide. In addition, the Pd nanoparticles transfer electrons to the graphene oxide which increased the functions of metal and carbon support. CPG exhibited both chemoprotective and high catalytic performance for hydrogenation of nitroarenes at room temperature Aniline derivatives were obtained with high yields under mild conditions and a practical catalytic system was developed by the use of CPG.

Microporous and Mesoporous Materials published new progress about Anilines Role: SPN (Synthetic Preparation), PREP (Preparation). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Name: 2-Aminobenzonitrile(Flakes or Chunks).

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Meesa, Siddi Ramulu published the artcileCatalyst and solvent switched divergent C-H functionalization: oxidative annulation of N-aryl substituted quinazolin-4-amine with alkynes, SDS of cas: 1885-29-6, the main research area is indolequinazoline pyridoquinazoline preparation regio chemoselective; aryl quinazolinamine internal alkyne oxidative annulation.

The development of site-selective C-H functionalizations/annulations is one of the most challenging practices in synthetic organic chem. particularly for substrates bearing several similarly reactive C-H bonds. Herein, authors describe catalyst and solvent controlled ortho/peri site-selective oxidative annulation of C-H bonds of N-aryl substituted quinazolin-4-amines with internal alkynes. The ortho C-H selective annulation was observed using Pd-catalyst in DMF to give indole-quinazoline derivatives I (R1 = H, 7-Cl, 6,7-di-OMe; R2 = H, 4-Me, 4-OMe, 4-Cl,etc.; R3 = R4 = Ph, 4-MeC6H4, 2-thienyl, etc.), while, Ru-catalyst in PEG-400 favored the peri C-H bond annulation exclusively to furnish pyrido-quinazoline derivs II.

Organic & Biomolecular Chemistry published new progress about Alkynes, aryl Role: RCT (Reactant), RACT (Reactant or Reagent). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, SDS of cas: 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Yadav, Kumar Karitkey published the artcileCopper(II) phthalocyanine as an efficient and versatile catalyst for click reactions at room temperature, Recommanded Product: Phthalonitrile, the main research area is copper phthalocyanine catalyst benzyl halide one pot click reaction.

Herein, we report the efficient synthesis of copper(II) phthalocyanines in the presence of DBU as a strong base. These synthesized copper(II) phthalocyanines are utilized as a catalyst for the click reactions of sensitive compounds including metal-free porphyrins under mild reaction conditions at room temperature Further, we have developed a one-pot procedure for the click reactions of benzyl halides with different alkynes in good to excellent yields. The reaction proceeds at room temperature to 40°C and gives 83-99% of products. The reactions are carried out in DMSO solvent. The present reaction condition offers copper(II) phthalocyanines as an efficient and convenient catalyst for different electron-rich and electron-deficient substrates including macrocyclic compounds Electron-deficient substrates and less steric substrates provide a better result. The catalyst is easily separated from the reaction by a simple filtration technique and is reused up to 5 times without significant loss of its catalytic activity.

Journal of the Iranian Chemical Society published new progress about Alkynes Role: IMF (Industrial Manufacture), PREP (Preparation). 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Recommanded Product: Phthalonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Mahmoudi, Boshra published the artcileOxidation/ MCR domino protocol for direct transformation of methyl benzene, alcohol, and nitro compounds to the corresponding tetrazole using a three-functional redox catalytic system bearing TEMPO/Co(III)-porphyrin/ Ni(II) complex, Product Details of C6H4N2, the main research area is alc methylbenzene nitro compound conversion tetrazole oxidation multicomponent domino; safety sodium azide.

A redox catalytic system for oxidation-reduction reactions and the domino preparation of tetrazole compounds from nitro and alc. precursors was designed, prepared and characterized by UV-vis, GPC, TGA, XRD, EDX, XPS, VSM, FE-SEM, TEM, DLS, BET, NMR, and ICP analyses [e.g., toluene → 5-phenyl-1H-tetrazole and nitrobenzene → 1-phenyl-1H-tetrazole]. The catalyst was prepared via several successive steps by demetalation of chlorophyll b, Schiff base formation with allylamine, copolymerization with acrylated TEMPO monomers, complexation with Ni and Co metals (in two different steps), then immobilized on magnetic nanoparticles. The presence of three functional groups including TEMPO, coordinated cobalt, and coordinated nickel in the catalyst, allowed the oxidation of various types of alcs., alkyl benzenes as well as the reduction of nitro compounds by a single catalyst. All reactions yielded up to 97% selectivity for oxidation and reduction reactions. Next, the ability of the catalyst to successfully convert benzylic alcs., methylbenzenes and nitro compounds to their corresponding tetrazoles was studied. Safety: extreme caution is required when handling sodium azide.

Molecular Catalysis published new progress about Alkylbenzenes Role: RCT (Reactant), RACT (Reactant or Reagent). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Product Details of C6H4N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Sathishkumar, Pushpanathan N. published the artcileTuning acylthiourea ligands in Ru(II) catalysts for altering the reactivity and chemoselectivity of transfer hydrogenation reactions, and synthesis of 3-isopropoxy-1H-indole through a new synthetic approach, Synthetic Route of 1885-29-6, the main research area is ruthenium cymene complex preparation crystal structure; carbonyl compound ruthenium cymene complex catalyst chemoselective transfer hydrogenation; alc preparation; nitroarene ruthenium cymene complex catalyst chemoselective transfer hydrogenation; arylamine preparation.

Ru(II)-p-cymene complexes containing picolyl based pseudo-acylthiourea ligands were synthesized and characterized. The crystallog. study confirmed the mol. structures of all the ligands and one complex. The catalytic activity of the complexes was tested mainly towards transfer hydrogenation of carbonyl compounds and nitroarenes. The influence of steric and electronic effects of the ligands on the chemoselectivity and reactivity were reported. The catalytic activity was enhanced and chemoselectivity was switched after tuning the ligands in the catalysts, compared to their corresponding unmodified Ru(II)-p-cymene complexes. The catalysis was extended to a broad range of substrates including some challenging systems like furfural, benzoylpyridine, benzoquinone, chromanone, etc. The strategy of tuning the bifunctional ligands in the catalysts for effective and selective catalysis worked nicely. Further, the catalysis was extended to one-pot synthesis of 3-isopropoxyindole from 2-nitrocinnamaldehyde, the first synthetic route similar to Baeyer Emmerling indole synthesis. All the catalytic experiments exhibited high conversion and selectivity.

Journal of Organometallic Chemistry published new progress about Alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Synthetic Route of 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts