Tag: M.W:200-300

Kada, Rudolf; Ilavasky, Dusan; Goljer, Igor; Gaher, Peter published an article about the compound: 5-Iodo-2-furaldehyde( cas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O ).Computed Properties of C5H3IO2. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:2689-65-8) through the article.

2-Cyanomethylbenzothiazole reacts with 3-(5-substituted 2-furyl)-, 3-(2-thienyl)- or 3-(2-pyrrolyl)-2-cyanoacrylonitrile in THF under catalysis of triethylamine to give 1-(2-benzothiazolyl)-1-acyano-2-heteroarylethylenes e.g. I (R = H, X = O, S, NH; R = Br, Me, NO2, X = O) as a result of replacement of malonodinitrile by 2-cyanomethylbenzothiazole.

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1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

Computed Properties of C5H3IO2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Synthesis and nanoparticle encapsulation of 3,5-difuranylvinyl-boradiaza-s-indacenes for near-infrared fluorescence imaging. Author is Kim, Sehoon; Ohulchanskyy, Tymish Y.; Baev, Alexander; Prasad, Paras N..

The mol. design, synthesis, and photophys. study of a series of near-IR absorbing and fluorescing dyes, 3,5-difuranylvinyl-boradiaza-s-indacenes, bearing various 5-membered heteroaromatic heads at the 8-position (FBs) are reported. The correlation between the mol. structure and the spectral shift has been studied by quantum chem. calculations at various levels (B3LYP/6-31G*, HF/6-31G* and HF/PM3), which conclude that the planarity determined by the bulkiness of the head unit controls the optical band gap of FBs, by energetically affecting the LUMO rather than the HOMO. It was also shown that incorporation of heavy atoms increased the capability of singlet oxygen generation as a result of enhanced intersystem crossing, which makes FBs potentially useful for near-IR photodynamic therapy. In vitro near-IR fluorescence imaging of live tumor cells has been demonstrated through a nanocarrier approach, by encapsulating one of the FB dyes in a stable aqueous formulation of organically modified silica nanoparticles which retains the fluorescence efficiency of the hydrophobic dye in water.

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1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Rodriguez, M.; Gra Rios, Rafael researched the compound: 5-Iodo-2-furaldehyde( cas:2689-65-8 ).Category: naphthyridine.They published the article 《Chemical shifts and JC13-H coupling constants in 5-substituted furfurals》 about this compound( cas:2689-65-8 ) in Revista CENIC, Ciencias Fisicas. Keywords: furfural derivative spin coupling PMR. We’ll tell you more about this compound (cas:2689-65-8).

The coupling constants between 13C and H were obtained from the PMR spectra of 5 substituted furfurals in 3M solutions in Me2SO. The charge ds. were calculated by using the Pariser Parr-Pople method. Good correlations were found for the chem. shifts for the H atom except for the 3 position. Therefore in positions 4 and α, the chem. shifts depend mainly of the π-electron d., whereas for the 3 position, the mesomeric effect of the substituent may be neglected. For the coupling constants there is a linear relation between JC13-Hα, JC13-H3 and the McDaniel and Brown (1958) constants σp and σm resp. For JC13-H4 vs. σp, the correlation is poor. The linear correlation between JC13-H3 and the chem. shifts for the H in position 3 implies that the chem. shifts in the 3 position are determined by electronic factors, mainly by variations in the σ-electron d.

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1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Practical Intermolecular Hydroarylation of Diverse Alkenes via Reductive Heck Coupling, the main research direction is alkene aryl iodide reductive Heck hydroarylation palladium; alkylarene regioselective preparation; palladium reductive Heck hydroarylation catalyst; Heck reaction; alkenes; hydroarylation; palladium; regioselectivity.Reference of 5-Iodo-2-furaldehyde.

The hydroarylation of alkenes is an attractive approach to construct carbon-carbon (C-C) bonds from abundant and structurally diverse starting materials. A palladium-catalyzed reductive Heck hydroarylation of aliphatic and heteroatom-substituted terminal alkenes and select internal alkenes with an array of (hetero)aryl iodides, is reported. The reaction is anti-Markovnikov selective with terminal alkenes and tolerates a wide variety of functional groups on both the alkene and (hetero)aryl coupling partners. Addnl., applications of this method to complex mol. diversifications are demonstrated. Mechanistic experiments are consistent with a mechanism in which the key alkylpalladium(II) intermediate is intercepted with formate and undergoes a decarboxylation/C-H reductive elimination cascade to afford the saturated product and turn over the cycle.

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1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Visible-Light-Mediated Addition of Phenacyl Bromides onto Cyclopropenes, published in 2017-07-07, which mentions a compound: 65438-97-3, mainly applied to oxonaphthaleneacetate oxobenzo fused heterocyclylacetate chemoselective preparation; photochem addition cyclization aryl bromomethyl ketone cyclopropenecarboxylate ring opening; iridium photocatalyst addition cyclization aryl bromomethyl ketone cyclopropenecarboxylate; nonracemic cyclopropene stereoselective photochem addition cyclization phenacyl bromide, Recommanded Product: 65438-97-3.

In the presence of the photocatalyst fac-Ir(ppy)3 (ppy = 2-pyridinylphenyl), K2CO3, and LiBr in DMF, aryl bromomethyl ketones such as phenacyl bromide underwent chemoselective photochem. addition and cyclization reactions with cyclopropenecarboxylates such as I under irradiation with blue LED at 0° followed by base-mediated ring opening at 60° without irradiation to give oxonaphthaleneacetates such as II and oxobenzo-fused heterocyclylacetates in 16-51% yields. Nonracemic II was prepared in 40% yield and 95:5 er by the reaction of nonracemic I (95:5 er) with phenacyl bromide. Oxonaphthaleneacetates derived from this reaction can be further converted in one or two steps to polycyclic products such as naphthopyranacetate III and benzoindeneacetate IV.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 5-Iodo-2-furaldehyde( cas:2689-65-8 ) is researched.Electric Literature of C5H3IO2.Kaigorodova, E.A.; Kvak, S. N.; Ugrak, B. I.; Zaplishnyi, V. N.; Kul’nevich, V. G. published the article 《Studies on furopyridines. VI. Synthesis and stereostructure of hetarylmethylene-3-oxo-4-thiofuro[3,4-c]pyridines》 about this compound( cas:2689-65-8 ) in Zhurnal Organicheskoi Khimii. Keywords: furopyridine thio hetarylmethylene preparation stereochem; regioselective condensation heteroaromatic aldehyde thiofuropyridine. Let’s learn more about this compound (cas:2689-65-8).

Condensation reaction of 6-methyl-3-oxo-4-thio-1H-furo[3,4-c]pyridine with heteroaromatic aldehydes proceeds regioselectively at the methylene center to give Z isomers of title compounds I (R = H, Z = O, S; R = Me, Br, iodo, Z = O) in s-cis conformations for furfuryl and in s-trans conformations for thenylmethylene derivatives

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

COA of Formula: C5H3IO2. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Site-Selective C-S Bond Formation at C-Br over C-OTf and C-Cl Enabled by an Air-Stable, Easily Recoverable, and Recyclable Palladium(I) Catalyst. Author is Scattolin, Thomas; Senol, Erdem; Yin, Guoyin; Guo, Qianqian; Schoenebeck, Franziska.

This report widens the repertoire of emerging PdI catalysis to carbon-heteroatom, i.e., C-S bond formation. While Pd0-catalyzed protocols may suffer from the formation of poisonous sulfide-bound off-cycle intermediates and lack of selectivity, the mechanistically diverse PdI catalysis concept circumvents these challenges and allows for C-S bond formation (S-aryl and S-alkyl) of a wide range of aryl halides. Site-selective thiolations of C-Br sites in the presence of C-Cl and C-OTf were achieved in a general and a priori predictable fashion. Computational, spectroscopic, x-ray, and reactivity data support dinuclear PdI catalysis to be operative. Contrary to air-sensitive Pd0, the active PdI species was easily recovered in the open atm. and subjected to multiple rounds of recycling.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Uracil-Directed Ligand Tethering: An Efficient Strategy for Uracil DNA Glycosylase (UNG) Inhibitor Development, published in 2005-12-14, which mentions a compound: 2689-65-8, Name is 5-Iodo-2-furaldehyde, Molecular C5H3IO2, Application of 2689-65-8.

Uracil DNA glycosylase (UNG) is an important DNA repair enzyme that recognizes and excises uracil bases in DNA using an extrahelical recognition mechanism. It is emerging as a desirable target for small-mol. inhibitors given its key role in a wide range of biol. processes including the generation of antibody diversity, DNA replication in a number of viruses, and the formation of DNA strand breaks during anticancer drug therapy. To accelerate the discovery of inhibitors of UNG we have developed a uracil-directed ligand tethering strategy. In this efficient approach, a uracil aldehyde ligand is tethered via alkyloxyamine linker chem. to a diverse array of aldehyde binding elements. Thus, the mechanism of extrahelical recognition of the uracil ligand is exploited to target the UNG active site, and alkyloxyamine linker tethering is used to randomly explore peripheral binding pockets. Since no compound purification is required, this approach rapidly identified the first small-mol. inhibitors of human UNG with micromolar to submicromolar binding affinities. In a surprising result, these uracil-based ligands are found not only to bind to the active site but also to bind to a second uncompetitive site. The weaker uncompetitive site suggests the existence of a transient binding site for uracil during the multistep extrahelical recognition mechanism. This very general inhibitor design strategy can be easily adapted to target other enzymes that recognize nucleobases, including other DNA repair enzymes that recognize other types of extrahelical DNA bases.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

Recommanded Product: 2689-65-8. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about A simple preparative synthesis of epoxy[1,3]oxazino(or oxazolo)[2,3-a]isoindoles and their thia analogues via IMDAF. Author is Zubkov, Fedor I.; Galeev, Timur R.; Nikitina, Eugeniya V.; Lazenkova, Irina V.; Zaytsev, Vladimir P.; Varlamov, Alexey V..

Azomethines, easily prepared from 5-(R)-furfurals and 1,3- or 1,2-amino alcs. (aminothiols), react under mild conditions with maleic anhydride affording 8,10a-epoxy[1,3]oxa(thia)zino[2,3-a]isoindole-7- and 7,9a-epoxy[1,3]oxa(thia)zolo[2,3-a]isoindole-6-carboxylic acids. The reaction proceeds through initial N-acylation with subsequent intramol. exo-Diels-Alder cycloaddition and stereoselectively leads to the exo adducts. The ‘one-pot’ synthetic protocol is also presented.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

Electric Literature of C5H3IO2. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Evaluation of the reactivity of furfural and products of its oxidation with hydrogen peroxide. Author is Muzychenko, G. F.; Klebanov, M. S.; Badovskaya, L. A.; Kul’nevich, V. G..

Energy levels were calculated (MO) for furan and furfural; energies of formation in each stage of the oxidation of furfural by H2O2 were also calculated Rate constants of oxidation of I increased in the order R = NO2, iodo, Br, H, Cl, Me, Me2N.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem