Month: November 2022

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

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

Zhang, Sheng published the artcileRegioselective umpolung addition of dicyanobenzene to α,β-unsaturated alkenes enabled by electrochemical reduction, Computed Properties of 91-15-6, the main research area is dicyanobenzene unsaturated alkene regioselective electrochem reduction.

An umpolung addition of dicyanobenzene to α,β-unsaturated alkenes has been developed using an electroreductive strategy. This electrochem. protocol is well compatible with a broad range of conventionally challenging substrates, including α,β-unsaturated esters, nitriles and trisubstituted enones. Moreover, good to excellent regioselectivities are observed in the reaction of cinnamates with dicyanobenzene. Synthetic utility of this electrochem. approach is further demonstrated by direct late-stage functionalization of (S)-verbenone and 16-dehydropregnenolone acetate.

Organic Chemistry Frontiers published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Computed Properties of 91-15-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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

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

Khosravi, Kaveh published the artcileUrea-2,2-dihydroperoxypropane as a Novel and High Oxygen Content Alternative to Dihydroperoxypropane in Several Oxidation Reactions, Synthetic Route of 1885-29-6, 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). 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

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

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

Bovonsombat, Pakorn published the artcileA novel DMSO-assisted regioselective iodination of aniline analogues, Product Details of C7H6N2, the main research area is aniline iodine DMSO regioselective iodination; iodobenzamine preparation.

A metal- and oxidant-free electrophilic iodination of aniline analogs was achieved in high to excellent yields at room temperature in MTBE with 0 or 3.5 equiv of DMSO. Examined substituents include N-alkyl, N,N-dialkyl, N-morpholinyl and N-piperazinyl as well as Me, Br, CN and CO2CH3 aryl ring substitutions.

Tetrahedron Letters published new progress about Anilines 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, Product Details of C7H6N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ni, Pufan published the artcileSynthesis of Phenols from Aryl Ammonium Salts under Mild Conditions, HPLC of Formula: 1885-29-6, the main research area is aryl quaternary ammonium salt hydroxylation hydroxide; phenol preparation; pyridinyl quaternary ammonium salt hydroxylation hydroxide; hydroxypyridine preparation.

A general method for the synthesis of phenols from electron-deficient aryl ammonium salts or heteroaryl ammonium salts under mild conditions was developed. Benzaldehyde oxime, acetohydroxamic acid, and hydroxylamine hydrochloride were investigated as hydroxide surrogates, resp. With these hydroxide surrogates, a series of phenols were prepared in yields of 20-98%.

Journal of Organic Chemistry published new progress about Anilines 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, HPLC of Formula: 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts