Nagasaki, Yo-hei’s team published research in ChemCatChem in 2022-05-06 | CAS: 100-70-9

ChemCatChem published new progress about Amides 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, Application of Picolinonitrile.

Nagasaki, Yo-hei published the artcileDehydration of Amides to Nitriles over Heterogeneous Silica-Supported Molybdenum Oxide Catalyst, Application of Picolinonitrile, the main research area is silica support molybdenum oxide catalyst preparation surface area; amide silica support molybdenum oxide catalyst dehydration; nitrile preparation.

Silica-supported molybdenum oxide (MoOx/SiO2) with 4.8 wt% Mo (0.5 mmol g-1) was an effective and reusable heterogeneous catalyst for dehydration of 2-furamide to 2-furonitrile (96% yield). The catalyst was applicable to the dehydration of various amides including heteroaromatic, aromatic and alkyl amides, providing the corresponding nitriles in high yields (87-97%). Based on the results of catalyst characterizations (XRD, TEM, UV-vis, Raman) and activity tests, MoOx species are highly dispersed over SiO2, and heptamolybdate anion ([Mo7O24]6-) and isolated dioxo ((O=)2MoO2) were mainly formed on the SiO2 support of the optimal MoOx/SiO2 catalyst. The strong Bronsted acid sites (Mo-OH-Si site) can be formed from the MoOx species and the adjacent silanol group, and the acid-base pair site (Mo(=O)OHSi site) of the strong Bronsted acid site (MoOH-Sisite) and base site (Mo=O) over MoOx/SiO2 catalyst could be themain active site for the dehydration of amides.

ChemCatChem published new progress about Amides 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, Application of Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Begam, Hasina Mamataj’s team published research in Chemical Science in 2022 | CAS: 100-70-9

Chemical Science published new progress about Amines 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, Safety of Picolinonitrile.

Begam, Hasina Mamataj published the artcileA directing group switch in copper-catalyzed electrophilic C-H amination/migratory annulation cascade: divergent access to benzimidazolone/benzimidazole, Safety of Picolinonitrile, the main research area is benzimidazole benzimidazolone preparation directing group switch; protected naphthylamine benzoyloxyamine copper catalyst electrophilic amination migratory annulation.

Authors present here a copper-catalyzed electrophilic ortho C-H amination of protected naphthylamines with N-(benzoyloxy)amines, cyclization with the pendant amide, and carbon to nitrogen 1,2-directing group migration cascade to access N,N-disubstituted 2-benzimidazolinones. Remarkably, this highly atom-economic tandem reaction proceeds through a C-H and C-C bond cleavage and three new C-N bond formations in a single operation. Intriguingly, the reaction cascade was altered by the subtle tuning of the directing group from picolinamide to thiopicolinamide furnishing 2-heteroaryl-imidazoles via the extrusion of hydrogen sulfide. This strategy provided a series of benzimidazolones and benzimidazoles in moderate to high yields with low catalyst loading (66 substrates with yields up to 99%). From the control experiments, it was observed that after the C-H amination an incipient tetrahedral oxyanion or thiolate intermediate is formed via an intramol. attack of the primary amine to the amide/thioamide carbonyl. It undergoes either a 1,2-pyridyl shift with the retention of the carbonyl moiety or H2S elimination for scaffold diversification. Remarkably, inspite of a pos. influence of copper in the reaction outcome, from authors preliminary investigations, the benzimidazolone product was obtained in good to moderate yields in two steps under metal-free conditions. The N-pyridyl moiety of the benzimidazolone was removed for further manipulation of the free NH group.

Chemical Science published new progress about Amines 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, Safety of Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Wang, Kaizhi’s team published research in Green Chemistry in 2019 | CAS: 100-70-9

Green Chemistry published new progress about Amines 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, Safety of Picolinonitrile.

Wang, Kaizhi published the artcileMetal-free nitrogen -doped carbon nanosheets: a catalyst for the direct synthesis of imines under mild conditions, Safety of Picolinonitrile, the main research area is transfer hydrogenation nitrile nitrogen doped carbon nanocatalyst; imine preparation amine oxidation nitrile nitrogen doped carbon nanocatalyst.

Herein, a highly stable, porous, multifunctional and metal-free catalyst was developed, which exhibited significant catalytic performance in the oxidation of amines and transfer hydrogenation of nitriles under mild conditions; this could be attributed to the presence of numerous active sites and their outstanding BET surface area. The obtained results showed that most of the yields of imines exceeded 90%, and the cycling performance of the catalyst could be at least seven runs without any decay in the reaction activity, which could be comparable to those of metal catalysts. Subsequently, a kinetic study has demonstrated that the apparent activation energy for the direct synthesis of imines from amines is 67.39 kJ mol-1, which has been performed to testify that the catalytic performances are rational. Via catalyst characterizations and exptl. data, graphitic-N has been proven to be the active site of the catalyst. Hence, this study is beneficial to comprehend the mechanism of action of a metal-free N-doped carbon catalyst in the formation of imines.

Green Chemistry published new progress about Amines 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, Safety of Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Cao, Yanwei’s team published research in Angewandte Chemie, International Edition in 2020 | CAS: 100-70-9

Angewandte Chemie, International Edition published new progress about Amines 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, SDS of cas: 100-70-9.

Cao, Yanwei published the artcileAmine-Responsive Disassembly of AuI-CuI Double Salts for Oxidative Carbonylation, SDS of cas: 100-70-9, the main research area is amine gold copper salt oxidative carbonylation synergistic catalyst; carbamates; double salts; oxidative carbonylation; synergistic catalysis; urea.

A sensitive amine-responsive disassembly of self-assembled AuI-CuI double salts was observed and its use for the synergistic catalysis was enlightened. Study of the disassembly of [Au(NHC)2][CuI2] revealed the contribution of Cu-assisted ligand exchange of N-heterocyclic carbene (NHC) by amine in [Au(NHC)2]+ and the capacity of [CuI2]- on the oxidative step. By integrating the implicative information coded in the responsive behavior and inherent catalytic functions of d10 metal complexes, a catalyst for the oxidative carbonylation of amines was developed. The advantages of this method were clearly reflected on mild reaction conditions and the significantly expanded scope (51 examples); both primary and steric secondary amines can be employed as substrates. The cooperative reactivity from Au and Cu centers, as an indispensable prerequisite for the excellent catalytic performance, was validated in the synthesis of (un)sym. ureas and carbamates.

Angewandte Chemie, International Edition published new progress about Amines 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, SDS of cas: 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ghasemzadeh, Maryam Sadat’s team published research in ChemistrySelect in 2020-05-25 | CAS: 100-70-9

ChemistrySelect published new progress about Amines 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.

Ghasemzadeh, Maryam Sadat published the artcileAn Eco-Friendly and Efficient Approach for the Synthesis of Tetrazoles via Fe3O4/HT-GLYMO-TA as a New Recoverable Heterogeneous Nanostructured Catalyst, Product Details of C6H4N2, the main research area is substituted tetrazole preparation green chem; tannic acid immobilized functionalized magnetic hydrotalcite reusable green catalyst.

Tannic acid immobilized on functionalized magnetic hydrotalcite (Fe2O4/HT-GLYMO-TA) was synthesized as a durable, environmentally-friendly and magnetic nanostructured catalyst for the synthesis of 5- and 1-substituted-1H-tetrazoles I (R = C6H5, phenanthren-9-yl, 2-thienyl, etc.) and II (R = C6H5, C2H5, 3,4-di-Me-C6H3, etc.). The nanocatalyst was characterized by several methods, Fourier transform IR (FT-IR), X-ray diffraction (XRD) anal., transmission electron microscopy (TEM), field emission SEM (FE-SEM), energy-dispersive X-ray spectroscopy (EDS), EDS-map, thermogravimetric anal. (TGA), vibrating sample magnetometry (VSM) and CHNS anal. The results displayed that the superparamagnetic catalyst with a mean particle size of approx. 23-27 nm has a plate-like shape. The catalytic activity of this new nanostructured catalyst resulted in the preparation of tetrazoles with high yields. Addnl., this novel procedure offers a plethora of benefits including short reaction times, the simplicity of operation, the ease of purification procedure and the reusability of nanocatalyst for at least eight cycles.

ChemistrySelect published new progress about Amines 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

Chen, Jian’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2019 | CAS: 100-70-9

Chemical Communications (Cambridge, United Kingdom) published new progress about Alkenes 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, Safety of Picolinonitrile.

Chen, Jian published the artcileIntermolecular, redox-neutral azidoarylation of alkenes via photoredox catalysis, Safety of Picolinonitrile, the main research area is azidotrimethylsilane cyanoazaarene alkene iridium catalyst photochem tandem azido heteroarylation; azidoethyl azaarene regioselective preparation.

An intermol., redox-neutral azidoarylation of alkenes with pyridines and TMSN3 was reported via visible light-induced photoredox catalysis. This protocol utilized a radical addition/radical coupling sequence, allowing for facile and regioselective installation of versatile β-azido pyridines under redox-neutral and mild conditions.

Chemical Communications (Cambridge, United Kingdom) published new progress about Alkenes 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, Safety of Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Khosravi, Kaveh’s team published research in ChemistrySelect in 2019 | CAS: 100-70-9

ChemistrySelect published new progress about Alkenes 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, Recommanded Product: Picolinonitrile.

Khosravi, Kaveh published the artcileUrea-2,2-dihydroperoxypropane as a Novel and High Oxygen Content Alternative to Dihydroperoxypropane in Several Oxidation Reactions, Recommanded Product: Picolinonitrile, the main research area is urea dihydroperoxypropane oxidation; unsaturated ketone alkene epoxidation sulfide oxidation Baeyer Villiger oxidation; aniline phenol bromination oxidative esterification aromatic aldehyde oxidative amidation; aromatic compound thiocyanation pyridine oxidation allylic benzylic alc oxidation.

Urea-2,2-dihydroperoxypropane (UDHPP)- a white crystalline solid oxidant which is formed when urea is recrystallized from dihydroperoxypropane was applied as the terminal oxidant in several oxidative procedures namely epoxidation of α, β-unsaturated ketones and alkenes, oxidation of sulfides to sulfoxides and sulfones, Baeyer-Villiger reaction, bromination and iodation of aniline and phenol derivatives, oxidative esterification, oxidative amidation of aromatic aldehydes, thiocyanation of aromatic compounds, and oxidation of pyridines, oxidation of secondary, allylic and benzylic alcs. All the approaches were carried out under mild conditions and short reaction times and afforded the corresponding products in high yields.

ChemistrySelect published new progress about Alkenes 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, Recommanded Product: Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Bera, Srikrishna’s team published research in Nature Chemistry in 2021-03-31 | CAS: 100-70-9

Nature Chemistry published new progress about Alkenes 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, HPLC of Formula: 100-70-9.

Bera, Srikrishna published the artcileEnantioselective C(sp3)-C(sp3) cross-coupling of non-activated alkyl electrophiles via nickel hydride catalysis, HPLC of Formula: 100-70-9, the main research area is enantioselective sp3 hybridized carbon cross coupling nickel catalyzed.

Cross-coupling of two alkyl fragments is an efficient method to produce organic mols. rich in sp3-hybridized carbon centers, which are attractive candidate compounds in drug discovery. Enantioselective C(sp3)-C(sp3) coupling is challenging, especially of alkyl electrophiles without an activating group (aryl, vinyl, carbonyl). Here, we report a strategy based on nickel hydride addition to internal olefins followed by nickel-catalyzed alkyl-alkyl coupling. This strategy enables the enantioselective cross-coupling of non-activated alkyl halides with alkenyl boronates to produce chiral alkyl boronates. Employing readily available and stable olefins as pro-chiral nucleophiles, the coupling proceeds under mild conditions and exhibits broad scope and high functional-group tolerance. Applications for the functionalization of natural products and drug mols., as well as the synthesis of chiral building blocks and a key intermediate to (S)-(+)-pregabalin, are demonstrated.

Nature Chemistry published new progress about Alkenes 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, HPLC of Formula: 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Karaki, Fumika’s team published research in Tetrahedron in 2021-09-24 | CAS: 100-70-9

Tetrahedron published new progress about Alkenes 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, Related Products of nitriles-buliding-blocks.

Karaki, Fumika published the artcileCatalyst-free photooxidation reaction from 1,4-dihydropyridazine to pyridazine under air, Related Products of nitriles-buliding-blocks, the main research area is tetrazine strained alkene inverse electron Dielse Alder reaction photooxidation; pyridazine preparation.

In the inverse electron-demand Diels-Alder (iEDDA) reactions between tetrazines and strained alkenes, a mixture of 1,4-dihydropyridazine isomers are formed first, and they are then oxidized to pyridazines. Although the products of these related oxidation processes converge as pyridazines, the oxidation rate was quite low with some substrates. In this study, 1,4-dihydropyridazines formed in the iEDDA reactions were oxidized to pyridazines by simply irradiating with an UV light under an air atm. Exptl. results implied that singlet oxygen was formed in the course of the reactions to oxidize the 1,4-dihydropyridazine mols.

Tetrahedron published new progress about Alkenes 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, Related Products of nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Biswas, Sovan’s team published research in Angewandte Chemie, International Edition in 2021-09-27 | CAS: 100-70-9

Angewandte Chemie, International Edition published new progress about Alkenylation catalysts, stereoselective (regioselective). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Product Details of C6H4N2.

Biswas, Sovan published the artcileExpedient Synthesis of Bridged Bicyclic Nitrogen Scaffolds via Orthogonal Tandem Catalysis, Product Details of C6H4N2, the main research area is alkylidenenormorphan preparation diastereoselective regioselective; picolinamide gem dibromoalkene alkenylation amidation tandem palladium copper catalyst; alkenylation; bridged bicyclic nitrogen scaffolds; normorphan; remote functionalization; tandem catalysis.

Bridged nitrogen bicyclic skeletons I (R = t-Bu, Ph, cyclohexyl, 1-(benzenesulfonyl)-1H-indol-5-yl, etc.; R1 = H, methoxycarbonyl; R2 = H, Me; X = O, CH2, Et, (tert-butoxy)-formamidyl; Y = O, CH2, Et) have been accessed via unprecedented site- and diastereoselective orthogonal tandem catalysis from readily accessible reactants in a step economic manner. Directed Pd-catalyzed γ-C(sp3)-H olefination of aminocyclohexanes II (X = Y = CH2, Et) with gem-dibromoalkenes RCH=C(Br2), followed by a consecutive intramol. Cu-catalyzed amidation of the 1-bromo-1-alkenylated product III delivers the interesting normorphan skeleton. The tandem protocol can be applied on substituted aminocyclohexanes (X = Y = CH2) and aminoheterocycles II (X = O, (tert-butoxy)-formamidyl; Y = O), easily providing access to the corresponding substituted, aza- and oxa-analogs I. The Cu catalyst of the Ullmann-Goldberg reaction addnl. avoids off-cycle Pd catalyst scavenging by alkenylated reaction product IV. The picolinamides II directing group stabilizes the enamine of the 7-alkylidenenormorphans I, allowing further product V post functionalizations. Without Cu catalyst, regio- and diastereoselective Pd-catalyzed γ-C(sp3)-H olefination is achieved.

Angewandte Chemie, International Edition published new progress about Alkenylation catalysts, stereoselective (regioselective). 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