Month: November 2022

Bulyszko, Ilona published the artcileEvaluation of the Synthetic Potential of an AHBA Knockout Mutant of the Rifamycin Producer Amycolatopsis mediterranei, HPLC of Formula: 199536-01-1, the main research area is Amycolatopsis AHBA knockout mutant mutasynthesis; antibiotics; azides; mutasynthesis; natural products; polyketide synthase.

Supplementing an AHBA(-) mutant strain of Amycolatopsis mediterranei, the rifamycin producer, with a series of benzoic acid derivatives yielded new tetraketides containing different Ph groups. These mutasynthetic studies revealed unique reductive properties of A. mediterranei towards nitro- and azidoarenes, leading to the corresponding anilines. In selected cases, the yields of mutaproducts (fermentation products isolated after feeding bacteria with chem. prepared analogs of natural building blocks) obtained are in a range (up to 118 mg L-1) that renders them useful as chiral building blocks for further synthetic endeavors. The configuration of the stereogenic centers at C6 and C7 was determined to be 6R,7S for one representative tetraketide. Importantly, processing beyond the tetraketide stage is not always blocked when the formation of the bicyclic naphthalene precursor cannot occur. This was proven by formation of a bromo undecaketide, an observation that has implications regarding the evolutionary development of rifamycin biosynthesis.

Chemistry – A European Journal published new progress about Amycolatopsis mediterranei. 199536-01-1 belongs to class nitriles-buliding-blocks, name is Methyl 3-amino-5-cyanobenzoate, and the molecular formula is C9H8N2O2, HPLC of Formula: 199536-01-1.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Xie, Demeng published the artcileAlkyl/Glycosyl Sulfoxides as Radical Precursors and Their Use in the Synthesis of Pyridine Derivatives, Synthetic Route of 100-70-9, the main research area is pyridine alkyl regioselective preparation; alkyl glycosyl sulfoxide regioselective stereoselective photochem alkylation methoxypyridinium; Alkyl Sulfoxides; C-Glycosides; Electron Donor-Acceptor Complexes; Photochemistry; Radicals.

Here the use of simple and readily available alkyl sulfoxides as precursors to radicals and their application in the preparation of pyridine derivatives are reported. It was shown that alkyl sulfoxides, N-methoxy pyridinium salts and fluoride anions form electron donor-acceptor (EDA) complexes in solution, which, upon visible light irradiation, undergo a radical chain process to afford various pyridine derivatives smoothly. This reaction displays broad scope with respect to both sulfoxides and N-methoxy pyridinium salts. The synthetic versatility of sulfoxides as a handle in chem. adds to their power as radical precursors. Glycosyl sulfoxides are converted to the corresponding pyridyl C-glycosides with high stereoselectivities. Computational and exptl. studies provide insights into the reaction mechanism.

Angewandte Chemie, International Edition published new progress about Alkylation, regioselective. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Synthetic Route of 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ma, Chun-Hua published the artcileTransition-metal-free three-component acetalation-pyridylation of alkenes via photoredox catalysis, HPLC of Formula: 100-70-9, the main research area is aryl pyridinyl propanal preparation antitumor human; alkene diethoxyacetic acid cyanopyridine acetalation pyridylation photoredox catalysis.

A general transition-metal-free photoinduced acetalation-pyridylation of alkenes using diethoxyacetic acid and cyanopyridine was developed under mild conditions. By employing 4CzIPN as the photocatalyst and Cs2CO3 as the base, a diverse range of styrene derivatives and cyanopyridines worked well to give the desired products I (R1 = H, 3-OMe, 2-Cl, etc.; R2 = H, 2-F, 4-OMe, etc.; R3 = H, Me, CH2CH2Ph). The versatility of this method is highlighted by its application in the construction of various functional groups and the late-stage modification of drugs. Importantly, some of the synthesized compounds showed good in vitro antitumor activity, indicating that this protocol is of significance and potential for antitumor drug development.

Chinese Journal of Catalysis published new progress about Acetalization (photochem.). 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

Al-Qaradawi, S. published the artcileFactors influencing the reaction-mode selectivity and regiochemistry of intermolecular photocycloaddition reactions of ethenes to polysubstituted benzenes, Product Details of C9H9NO2, the main research area is photocycloaddition ethene benzene derivative.

The photoreactions of 2,3-, 2,4-, 2,6-, 3,4-, and 3,5-dimethoxybenzonitriles and 2′- and 4′-methoxyacetophenones with cyclopentene and Et vinyl ether have been investigated. Meta photocycloaddition is the major process for the benzonitriles with cyclopentene, and regiochem. features reflect the influence of polar factors along the reaction pathway. The enol ether yields ortho cycloadducts exclusively from all the benzenoid derivatives The thermal ring opening of the primary photoadduct and the photolability of the cycloocta-1,3,5-triene isomer depend markedly on the position of the substituents.

Recueil des Travaux Chimiques des Pays-Bas published new progress about Photocycloaddition reaction. 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Product Details of C9H9NO2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Thoke, Mahesh Bhagwan published the artcileUnimolecular cooperative metallaphotocatalysis with conjugately bridged Ir-Ni complexes and its applications in organic coupling reactions, Application In Synthesis of 100-70-9, the main research area is iridium nickel complex organic coupling reaction metallaphotocatalysis.

Recent advances successfully upgraded the unique cooperative partnership between two distinct metals in photocatalysis. Herein we report the design, synthesis and comprehensive study of a series of heteroleptic Ir(III) complexes with a pendant binding site for nickel. The neutral Ir·Lpytz complexes are apt to generate a novel unimol. Ir-Ni bimetallic system in situ during photocatalytic organic transformations where the pyridyl triazole ligand (Lpytz) acts as the conjugated bridge between Ir and Ni metal centers. A comparative study revealed that the bimetallic unimol. system with a conjugated linker is a convenient alternative to a bimol. system. UV-visible and photoluminescence quenching studies showed the importance of the conjugated bridging ligand to vectorial transfer of electrons from the photosensitizer unit to the reaction site. All novel Ir·Lpytz complexes were evaluated in three challenging, mechanistically distinct photoinduced cross-coupling reactions (C-O, C-S and C-N) to demonstrate the enormous potential of a conjugately bridged Ir-Ni catalytic system, thus representing an alternative unimol. bimetallic strategy for photocatalytic Ni mediated cross-coupling reactions.

Organic Chemistry Frontiers published new progress about Coupling reaction (organic). 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

Kessler, Matthew D. published the artcileCopper(I) iodide complexes with cyanopyridine and 3-nitropyridine ligands, Category: nitriles-buliding-blocks, the main research area is copper iodide cyanopyridine nitropyridine complex preparation crystal mol structure; luminescence metal ligand charge transfer copper iodide cyanopyridine nitropyridine.

The complexes of copper(I) iodide with the three cyanopyridine (PyCN) isomers and 3-nitropyridine have been prepared and characterized by thermal, spectroscopic, and crystallog. methods. The following compounds are reported: (CuI)2(2-PyCN)4 (1), (CuI)(2-PyCN) (2), (CuI)3(2-PyCN) (3), (CuI)2(3-PyCN)4 (4), (CuI)(3-PyCN) (5), (CuI)4(4-PyCN)5 (6), (CuI)4(3-PyNO2)4 (7), and (CuI)(3-PyNO2) (8). Compounds 1 and 4 are isostructural dimers featuring a central Cu2I2 rhomb. Compounds 2, 5, and 8 are isostructural and contain edge-sharing (Cu2I2)�1-D ladders. Compound 3 reveals a unique 2-D structure consisting of (Cu4I4)�triple ladders bridged by Cu2(2-PyCN)2 units that contain pairs of bridging 2-PyCN ligands. Compound 6 is composed of truncated ladder (CuI)4(4-PyCN)4 units that are bridged into a 1-D chain by an addnl. 4-PyCN ligand. Compound 7 is a cubane tetramer. The various yellow and orange PyCN compounds are all luminescent under UV irradiation and exhibit mixed halide/metal-to-ligand charge transfer, while the red and orange PyNO2 complexes are non-emissive at room temperature

Inorganica Chimica Acta published new progress about Charge transfer interaction. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Li, Bryan published the artcileSyntheses of 4,5-Disubstituted Oxazoles via Regioselective C-4 Bromination, Recommanded Product: 4-(5-Oxazolyl)benzonitrile, the main research area is regioselective bromination oxazole derivative; Suzuki coupling bromooxazole phenylboronic acid; aryloxazole preparation; triethylamine removal iron palladium Suzuki coupling reaction.

A scaleable and highly regioselective C-4 bromination of 5-substituted oxazoles is described. The use of DMF as solvent played a critical role in significantly improving the C-4/C-2 bromination ratio. The resulting 4-bromooxazoles were shown to be good Suzuki-Miyaura coupling partners with arylboronic acids. Furthermore, a simple and convenient method that employs triethylamine efficiently purged residual levels of palladium and iron to less than 10 ppm.

Organic Process Research & Development published new progress about Bromination, regioselective. 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

Li, Bryan published the artcileRegioselective C-4 bromination of oxazoles: 4-bromo-5-(thiophen-2-yl)oxazole, Quality Control of 87150-13-8, the main research area is regioselective bromination oxazole; Suzuki Miyaura coupling brominated oxazole.

A highly regioselective bromination at C-4 of 5-substituted oxazoles is described. The use of DMF as solvent and aging of the lithiated oxazole are critical to drive the equilibrium in favor of the acyclic isonitrile enolate, resulting in significantly improved C-4/C-2 regioselectivity. These 4-bromooxazoles were shown to be good Suzuki-Miyaura coupling partners with arylboronic acids.

Organic Syntheses published new progress about Bromination, regioselective. 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

Kato, Yoshimi published the artcileDevelopment of Pseudo-C2-symmetric Chiral Binaphthyl Monocarboxylic Acids for Enantioselective C(sp3)-H Functionalization Reactions under Rh(III) Catalysis, Application of Picolinonitrile, the main research area is dioxazolone alkylpyridine carboxylic acid rhodium catalyst enantioselective amidation; pyridinylpropyl carboxamide preparation.

Herein, pseudo-C2-sym. tunable chiral carboxylic acids with a binaphthyl backbone and their application to enantioselective C(sp3)-H amidation reactions of 2-alkylpyridines and related heteroaromatic substrates were reported. The fixed cyclic structure and pseudo-C2-symmetry of the developed chiral carboxylic acids reduced the conformational flexibility and ambiguity. The combination of an optimal chiral carboxylic acid and a sterically hindered rhodium catalyst (Cp*tBuRhIII) exhibited high enantioselectivity (up to 96:4 er).

ACS Catalysis published new progress about Amidation (stereoselective). 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

Kim, Michelle B. published the artcileSynthesis of Antimicrobial Natural Products Targeting FtsZ: (+)-Totarol and Related Totarane Diterpenes, Computed Properties of 5653-62-3, the main research area is totarol total synthesis diastereoselective cyclization; totaradiol total synthesis diastereoselective cyclization; totarolone total synthesis diastereoselective cyclization.

An efficient, convergent synthesis of totarol (I) by a diastereoselective epoxide/alkene/arene bicyclization is described. The reported synthesis enables the preparation of related diterpenes totaradiol(II) and totarolone (III) as well as previously unavailable derivatives that exhibit comparable inhibition of the bacterial cell division protein FtsZ.

Organic Letters published new progress about Cyclization, stereoselective. 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Computed Properties of 5653-62-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts