Category: 100-70-9

Li, Zi-Qi published the artcileLigand-Controlled Regiodivergence in Nickel-Catalyzed Hydroarylation and Hydroalkenylation of Alkenyl Carboxylic Acids, SDS of cas: 100-70-9, the main research area is alkenyl carboxylate hydroarylation hydroalkenylation nickel ligand catalyst regiodivergence; alkene functionalization; cross-coupling; hydrofunctionalization; nickel; regiodivergence.

A nickel-catalyzed regiodivergent hydroarylation and hydroalkenylation of unactivated alkenyl carboxylic acids is reported, whereby the ligand environment around the metal center dictates the regiochem. outcome. Markovnikov hydrofunctionalization products were obtained under mild ligand-free conditions, with up to 99% yield and >20:1 selectivity. Alternatively, anti-Markovnikov products can be accessed with a novel 4,4-disubstituted Pyrox ligand in excellent yield and >20:1 selectivity. Both electronic and steric effects on the ligand contribute to the high yield and selectivity. Mechanistic studies suggest a change in the turnover-limiting and selectivity-determining step induced by the optimal ligand. DFT calculations reveal that in the anti-Markovnikov pathway, repulsion between the ligand and the alkyl group is minimized (by virtue of it being 1° vs. 2°) in the rate- and regioselectivity-determining transmetalation transition state.

Angewandte Chemie, International Edition published new progress about Addition reaction (anti-Markovnikov). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, SDS of cas: 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Li, Gang published the artcileRuthenium-catalyzed meta-C-H bond alkylation of aryl 2-pyridyl ketones, HPLC of Formula: 100-70-9, the main research area is aryl pyridyl ketone bromo alkanoate ruthenium catalyst regioselective alkylation; picolinoyl aryl alkyl ester preparation.

The first example of meta-selective CAr-H bond functionalization of aryl 2-pyridyl ketones were developed using [Ru(p-cymene)Cl2]2 as the catalyst and alkyl bromide as the coupling reagent. This development provided an efficient strategy for modifying the meta-position of aryl 2-pyridyl ketone skeletons, which were found in various functional mols.

Chemical Communications (Cambridge, United Kingdom) published new progress about Alkylation catalysts, regioselective. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, HPLC of Formula: 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Geyl, Kirill published the artcileConvenient entry to N-pyridinylureas with pharmaceutically privileged oxadiazole substituents via the acid-catalyzed C-H activation of N-oxides, Recommanded Product: Picolinonitrile, the main research area is oxadiazolyl pyridine oxide dialkylcyanamide methanesulfonic acid catalyst; dialkyl oxadiazolyl pyridinyl urea regioselective preparation green chem.

Pyridine-N-oxides bearing a pharmacophoric oxadiazole moiety could be C-H functionalized via the acid-catalyzed reaction with dialkylcyanamides, providing access to hitherto undescribed pyridine-2-yl substituted ureas, which have potential as “”lead-like”” scaffolds for medicinal chem. Atom-economy, environmental friendliness (no halide-containing or toxic reagents), simple work-up, as well as scalability are the main advantages of the employed procedure.

Tetrahedron Letters published new progress about C-H bond activation (regioselective). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Recommanded Product: Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

El-Remaily, Mahmoud Abd El Aleem Ali Ali published the artcileIron (III)-porphyrin Complex FeTSPP as an efficient catalyst for synthesis of tetrazole derivatives via [2 + 3] cycloaddition reaction in aqueous medium, HPLC of Formula: 100-70-9, the main research area is tetrazole tetrazolylguanidine green preparation; iron sulfonatophenylporphyrin recyclable catalyst cycloaddition azide nitrile; cyanoguanidine cycloaddition fluorinated aryl azide iron catalyst; aqueous ethanol solvent cycloaddition azide nitrile iron sulfonatophenylporphyrin catalyst.

In the presence of a tetrakis(sulfonatophenyl)porphyrin iron complex, sodium azide and aryl, alkyl, and fluoroaryl azides underwent green cycloaddition reactions with nitriles and cyanoguanidine in aqueous EtOH to give tetrazoles and tetrazolylguanidines; the iron catalyst was recovered by precipitation and reused.

Applied Organometallic Chemistry published new progress about 1,3-Dipolar cycloaddition catalysts. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, HPLC of Formula: 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Carpentier, Florian published the artcileSynthesis of 5-Substituted 1H-Tetrazoles from Nitriles by Continuous Flow: Application to the Synthesis of Valsartan, Formula: C6H4N2, the main research area is tetrazole preparation; nitrile trimethylazide continuous flow polymer supported organotin catalyst; valsartan preparation angiotensin II receptor.

An efficient continuous flow process for the synthesis of 5-substituted 1H-tetrazoles I [R = n-Bu, Ph, 2-thienyl, etc.] was described. The polymer-supported organotin azide, which was in situ generated with a polystyrene-supported triorganotin alkoxide and trimethylsilylazide and immobilized in a packed bed reactor. The process involved the reaction between a polymer-supported triorganotin azide, trimethylazide and organic nitriles. The process was also applied for the synthesis of valsartan an angiotensin II receptor antagonist II. This approach was simple, fast (it took from 7.5 to 15 min), and guaranted a low concentration of tin residues in the products (<5 ppm). Organic Process Research & Development published new progress about Angiotensin II receptor antagonists. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Formula: C6H4N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Martin, James S. published the artcileCharacterising covalent warhead reactivity, Safety of Picolinonitrile, the main research area is NMR covalent drug warhead kinetics; Covalent drug; Reactivity; Warhead.

Many drugs currently used are covalent inhibitors and irreversibly inhibit their targets. Most of these were discovered through serendipity. Covalent inhibitions can have many advantages from a pharmacokinetic perspective. However, until recently most organizations have shied away from covalent compound design due to fears of non-specific inhibition of off-target proteins leading to toxicity risks. However, there has been a renewed interest in covalent modifiers as potential drugs, as it possible to get highly selective compounds It is therefore important to know how reactive a warhead is and to be able to select the least reactive warhead possible to avoid toxicity. A robust NMR based assay was developed and used to measure the reactivity of a variety of covalent warheads against serine and cysteine – the two most common targets for covalent drugs. A selection of these warheads also had their reactivity measured against threonine, tyrosine, lysine, histidine and arginine to better understand our ability to target non-traditional residues. The reactivity was also measured at various pHs to assess what effect the environment in the active site would have on these reactions. The reactivity of a covalent modifier was found to be very dependent on the amino acid residue.

Bioorganic & Medicinal Chemistry published new progress about Covalent bond (covalent inhibitors). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Safety of Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhou, Lei published the artcileFabrication of Nanoreactors Based on End-Functionalized Polymethacrylate and Their Catalysis Application, Safety of Picolinonitrile, the main research area is end functionalized polymethacrylate nanoreactor catalysis application.

Polymer-based nanoreactor, which can be achieved by self-assembling of amphiphilic polymers in water, has attracted more and more attention in recent years. In this study, a kind of Pd-nanoreactor was fabricated by self-assembling of chiral palladium complex-containing amphiphilic polymers in water. Firstly, chain transfer reagent (CTA) CEPA-PyOx was obtained by condensation reaction of (S,S)-4-hydroxymethyl-5-phenyl-2-(2′-pyridinyl)-1,2-oxazoline (PyOx) and 4-cyano-4-[((ethylthio)carbonothioyl)thio] pentanoic acid (CEPA) in the presence of EDC·HCl. Next, polymethacrylate with a terminal chiral oxazoline ligand (CEPA-POEGMA36-PyOx) was synthesized through Reversible Addition-Fragmentation Chain Transfer (RAFT) polymerization After removal of the thioester bond and coordination with palladium trifluoroacetate, the polymer self-assembled in water affording Pd-nanoreactor, which possess core-shell structure and with chiral palladium complex in the core. At last, the nanoreactor was successfully applied in the asym. catalytic synthesis of flavanone in aqueous phase, and the catalyst loading was greatly reduced compared to unsupported palladium complex. In the presence of low palladium loading (0.5 mol%), flavanone was successfully synthesized with excellent yield (98%) and high enantioselectivity (82%).

Journal of Inorganic and Organometallic Polymers and Materials published new progress about Lower critical solution temperature. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Safety of Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Vorob’ev, Aleksey Yu. published the artcile1,3-Dipolar cycloaddition of cyanopyridines to heterocyclic N-imines: experimental and theoretical study, SDS of cas: 100-70-9, the main research area is triazolopyridine preparation; triazolophenanthroline preparation; triazoloquinolinol preparation; cyanopyridine heterocyclic imine dipolar cycloaddition.

A series of 2-pyridyl[1,2,4]triazolo[1,5-a]azines I [R = H, 4-pyridyl; R1 = H, 2-pyridyl; R2 = 2-pyridyl, 3-pyridyl, 4-pyridyl], II [R3 = 2-pyridyl, 3-pyridyl, 4-pyridyl], and III [R4 = 2-pyridyl, 3-pyridyl, 4-pyridyl] was synthesized by cycloaddition of cyanopyridines with N-aminoazinium mesitylenesulfonates under basic conditions (KOH/H2O). An improved protocol for pyridyl-substituted [1,2,4]triazolo[1,5-a]pyridines synthesis based on addition of H2O2 as internal oxidant had been suggested. In the case of quinolinium and isoquinolinium salts, only dimerization of the corresponding N-imines had been observed, while pyrazinium-N-imine had not shown any reactivity toward cycloaddition DFT studies showed that the cycloaddition proceeded through concerted mechanism.

Chemistry of Heterocyclic Compounds (New York, NY, United States) published new progress about 1,3-Dipolar cycloaddition reaction. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, SDS of cas: 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Li, Qiang-Qiang published the artcileSynthesis of π-Extended Imidazoles by 1,3-Dipolar Cycloaddition of Polycyclic Aromatic Azomethine Ylides with Nitriles, Quality Control of 100-70-9, the main research area is polycyclic aromatic azomethine ylide nitrile dipolar cycloaddition reaction; tertbutyl aryl tribenzoimidazoquinolizine preparation; aryl tertbutyl tribenzoimidazoquinolizine palladium catalyst cyclization; diazadibenzocyclopentapentaphene preparation UV fluorescence.

Dipolar cycloaddition of polycyclic aromatic azomethine ylides with nitriles to produce highly fused imidazole derivatives, i.e., tribenzo[b,g,ij]imidazo[2,1,5-de]quinolizine was reported. The advantages of this transformation were the broad substrate scope and the good functional group compatibility. The subsequent palladium-catalyzed intramol. cyclization provided an efficient approach to further π-extended imidazoles, i.e., 14b1,15-diazadibenzo[fg,ij]cyclopenta[rst]pentaphene.

Organic Letters published new progress about 1,3-Dipolar cycloaddition reaction. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Quality Control of 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhang, Shaochen published the artcileDelayed catalyst function enables direct enantioselective conversion of nitriles to NH2-amines, Application In Synthesis of 100-70-9, the main research area is homoallylic amine preparation enantioselective addition diastereoselective reduction copper catalyst; delayed catalysis enantioselective diastereoselective synthesis homoallylic amine; mechanism enantioselective addition catalytic diastereoselective reduction homoallylic amine synthesis.

Accessing enantiomerically enriched amines often demands oxidation-state adjustments, protection and deprotection processes, and purification procedures that increase cost and waste, limiting applicability. When diastereomers can be formed, one isomer is attainable. Here, we show that nitriles, largely viewed as insufficiently reactive, can be transformed directly to multifunctional unprotected homoallylic amines by enantioselective addition of a carbon-based nucleophile and diastereodivergent reduction of the resulting ketimine. Successful implementation requires that competing copper-based catalysts be present simultaneously and that the slower-forming and less reactive one engages first. This challenge was addressed by incorporation of a nonproductive side cycle, fueled selectively by inexpensive additives, to delay the function of the more active catalyst. The utility of this approach is highlighted by its application to the efficient preparation of the anticancer agent (+)-tangutorine (I).

Science (Washington, DC, United States) published new progress about Addition reaction catalysts, stereoselective. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Application In Synthesis of 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts