Category: 2689-65-8

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 2689-65-8, is researched, Molecular C5H3IO2, about Evaluation of the reactivity of furfural and products of its oxidation with hydrogen peroxide, the main research direction is oxidation furfural kinetics energy; substituent oxidation kinetics furfural.Name: 5-Iodo-2-furaldehyde.

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

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Research Support, Non-U.S. Gov’t, Organic Letters called Stereospecific Synthesis of Tri- and Tetrasubstituted α-Fluoroacrylates by Mizoroki-Heck Reaction, Author is Rousee, Kevin; Bouillon, Jean-Philippe; Couve-Bonnaire, Samuel; Pannecoucke, Xavier, which mentions a compound: 2689-65-8, SMILESS is IC1=CC=C(O1)C=O, Molecular C5H3IO2, SDS of cas: 2689-65-8.

Ligand-free, efficient, palladium-catalyzed Mizoroki-Heck reaction between Me α-fluoroacrylate and arene or hetarene iodides is reported for the first time. The reaction is stereospecific and provides fair to quant. yields of fluoroalkenes. The Mizoroki-Heck reaction starting from more hindered and usually reluctant trisubstituted acrylate, to access tetrasubstituted fluoroalkenes, is also reported. Finally, the use of a three-step synthesis sequence, including Mizoroki-Heck reaction, allows the synthesis of fluorinated analogs of therapeutic agents with high yield.

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

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Infrared spectroscopic study of the condensation of iodofurfural bromofurfural with ketones. II》. Authors are Usmanov, Z.; Tadzhieva, M.; Kamenskii, I. V.; Khidoyatov, A..The article about the compound:5-Iodo-2-furaldehydecas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O).Safety of 5-Iodo-2-furaldehyde. Through the article, more information about this compound (cas:2689-65-8) is conveyed.

cf. CA 61, 9373a. The condensation products of iodofurfural with allylacetone, Me2CO, and CH2Ac2, and of bromofurfural with (CH2)2Ac2 were prepared and their ir spectra given. The products were obtained in the presence of EtOH and NaOH without heating. They are soluble in organic solvents. The spectra and elemental analyses show that the products are individual compounds with conjugated C:C and C:O bonds. They can be used as catalysts in the synthesis of thermoreactive polymers on the basis of furfural, furfurylidenealdehydes, furfurylidene ketones, and their fusible products.

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

Application In Synthesis of 5-Iodo-2-furaldehyde. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about [4+2] Cycloaddition of α,β-unsaturated acid anhydrides to 2-furylpiperidin-4-ones: The short route to annulated 8,10a-epoxypyrido[2,1-a]isoindoles. Author is Zubkov, Fedor I.; Airiyan, Inga K.; Dzyubenko, Anastasiya A.; Yudina, Nataliya I.; Zaytsev, Vladimir P.; Nikitina, Eugeniya V.; Varlamov, Alexey V.; Khrustalev, Victor N.; Grudinin, Dmitry G..

A one-step preparation procedure of 8,10a-epoxypyrido[2,1-a]isoindoles and their 7-carboxylic derivatives is reported. The key synthetic step includes the intramol. exo-Diels-Alder reaction (IMDAF) of N-furfurylacrylamide, produced in situ from 2-furylpiperidin-4-ones and α,β-unsaturated acid anhydrides. The synthesis of the title compounds can be performed under mild conditions with a high level of regio- and stereoselectivity. The same strategy has been successfully used for the synthesis of 9,11a-epoxyimidazo[4′,5′:3,4]pyrido[2,1-a]isoindole-8-carboxylic acid from maleic anhydride and the spinacine derivatives – 4-(2-furyl)-4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridines.

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

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 5-Iodo-2-furaldehyde(SMILESS: IC1=CC=C(O1)C=O,cas:2689-65-8) is researched.Application In Synthesis of 5-Iodo-2-furaldehyde. The article 《Determination of NH2 concentration on 3-aminopropyl tri-ethoxy silane layers and cyclopropylamine plasma polymers by liquid-phase derivatization with 5-iodo 2-furaldehyde》 in relation to this compound, is published in Applied Surface Science. Let’s take a look at the latest research on this compound (cas:2689-65-8).

The quantification of concentration of primary amines, e.g. in plasma polymerized layers, is a very important task for surface anal. However, the commonly used procedure, such as gas phase derivatization with benzaldehydes, shows several drawbacks, the most important of which are the side reaction effects. The authors propose and validate a liquid phase derivatization using 5-iodo 2-furaldehyde (IFA). The content of NH2 groups can be determined from the at. concentrations measured by XPS, in particular from the ratio of I 3d and N 1s peak intensities. First, the authors demonstrate the method on a prototypical system such as 3-aminopropyl tri-ethoxy silane (APTES) layer. Here the XPS anal. carried out after reaction of APTES layer with IFA gives the fraction of primary amines (NH2/N) of 38.3 ± 7.9%. Comparing this value with that obtained by N 1s curve fitting of APTES layer giving 40.9 ± 9.5% of amine groups, all primary amines were derivatized by reaction with IFA. The second system to demonstrate the method comprises cyclopropylamine (CPA) plasma polymers that were free from conjugated imines. In this case the method gives the NH2 fraction ∼8.5%. This value is closely matching the NH2/N ratio estimated by 4-trifluoromethyl benzaldehyde (TFBA) derivatization. The reaction of IFA with CPA plasma polymer exhibiting high d. of conjugated imines revealed the NH2/N fraction of ∼10.8%. This value was significantly lower compared to 17.3% estimated by TFBA derivatization. As the overestimated d. of primary amines measured by TFBA derivatization is probably related to the side reaction of benzaldehydes with conjugated imines, the proposed IFA derivatization of primary amines can be an alternative procedure for the quantification of surface amine groups.

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

HPLC of Formula: 2689-65-8. 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 Preparation of Aryl and heteroaryl indium(III) reagents by the direct insertion of indium in the presence of LiCl. Author is Chen, Yi-Hung; Knochel, Paul.

Sensitive functional groups, including ketone, aldehyde, and ester groups, may be present in aryl In reagents prepared in good to excellent yields by the treatment of aryl and heteroaryl iodides with In powder in the presence of LiCl. These functionalized organoindium(III) reagents readily undergo Pd-catalyzed cross-coupling with functionalized aryl iodides, including those containing NH or OH groups.

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

Electric Literature 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 Ligand-Promoted Meta-C-H Arylation of Anilines, Phenols, and Heterocycles. Author is Wang, Peng; Farmer, Marcus E.; Huo, Xing; Jain, Pankaj; Shen, Peng-Xiang; Ishoey, Mette; Bradner, James E.; Wisniewski, Steven R.; Eastgate, Martin D.; Yu, Jin-Quan.

The authors report the development of a versatile 3-acetylamino-2-hydroxypyridine class of ligands that promote meta-C-H arylation of anilines, heterocyclic aromatic amines, phenols, and 2-benzyl heterocycles using norbornene as a transient mediator. More than 120 examples are presented, demonstrating this ligand scaffold enables a wide substrate and coupling partner scope. Meta-C-H arylation with heterocyclic aryl iodides as coupling partners is also realized for the first time using this ligand. The utility for this transformation for drug discovery is showcased by allowing the meta-C-H arylation of a lenalidomide derivative The first steps toward a silver-free protocol for this reaction are also demonstrated.

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1,8-Naphthyridine – Wikipedia,
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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Chemicke Zvesti called Furan derivatives. LXXX. Synthesis and properties of substituted furfurylideneoxindoles, Author is Kovac, J.; Stetinova, J., which mentions a compound: 2689-65-8, SMILESS is IC1=CC=C(O1)C=O, Molecular C5H3IO2, COA of Formula: C5H3IO2.

Oxindoles I (R1 = R2 = H, R = H, NO2, Cl, Br, I, Me, MeS, CO2Me, p- and m-O2NC6H4, Me2N; R1 = H, R2 = NO2, R = H, Cl, Br, I, Me, MeS, Ac, 4-O2NC6H4; R1 = Ac, R2 = H, R = H, NO2, Cl, Br, I, Me, MeS, NMe2) were prepared by condensation of oxindole, 5-nitrooxindole, and 1-acetyloxindole, resp., with the resp. furancarboxyaldehydes, some I (R1 = Ac) were prepared by acetylation of I (R1 = H). UV, IR and mass spectra of I were interpreted.

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Product Details of 2689-65-8. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Palladium-Catalyzed Cross-Coupling of Indium Homoenolate with Aryl Halide with Wide Functional Group Compatibility. Author is Shen, Zhi-Liang; Lai, Yin-Chang; Wong, Colin Hong An; Goh, Kelvin Kau Kiat; Yang, Yong-Sheng; Cheong, Hao-Lun; Loh, Teck-Peng.

An efficient palladium-catalyzed cross-coupling of indium homoenolate with aryl halide is described. The reactions proceeded efficiently in DMA at 100 °C to afford the desired products of β-aryl ketones in moderate to good yields. Various important functional groups including ketone, ester, aldehyde, nitrile, hydroxide, and nitro groups can be well tolerated in the protocol.

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Reference:
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 [4+2] Cycloaddition of α,β-unsaturated acid anhydrides to 2-furylpiperidin-4-ones: The short route to annulated 8,10a-epoxypyrido[2,1-a]isoindoles, the main research direction is regioselective stereoselective preparation epoxypyridoisoindole; intramol Diels Alder reaction furfurylacrylamide unsaturated anhydride.Quality Control of 5-Iodo-2-furaldehyde.

A one-step preparation procedure of 8,10a-epoxypyrido[2,1-a]isoindoles and their 7-carboxylic derivatives is reported. The key synthetic step includes the intramol. exo-Diels-Alder reaction (IMDAF) of N-furfurylacrylamide, produced in situ from 2-furylpiperidin-4-ones and α,β-unsaturated acid anhydrides. The synthesis of the title compounds can be performed under mild conditions with a high level of regio- and stereoselectivity. The same strategy has been successfully used for the synthesis of 9,11a-epoxyimidazo[4′,5′:3,4]pyrido[2,1-a]isoindole-8-carboxylic acid from maleic anhydride and the spinacine derivatives – 4-(2-furyl)-4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridines.

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