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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 Solvent effect on rotational isomerism of furfural and its 5-substituted derivatives, published in 1975, which mentions a compound: 2689-65-8, Name is 5-Iodo-2-furaldehyde, Molecular C5H3IO2, Recommanded Product: 5-Iodo-2-furaldehyde.

The solvent effect on the rotamer distribution of I (R = H) was determined from the 5Jα,4 and the 6Jα,5 in the PMR; 5Jn was inversely proportional to 6J. Polar solvents favored the cis-OO population. The substituent effect on the equilibrium was determined from the 5J for I (R = NO2, Cl, Br, I, Me2N); electron donating substituents also favored the cis-OO rotamer.

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

Gra Rios, Rafael published the article 《Chemical shift in NMR and conformation of some furfural derivatives》. Keywords: conformation NMR furfural derivative.They researched the compound: 5-Iodo-2-furaldehyde( cas:2689-65-8 ).Recommanded Product: 2689-65-8. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:2689-65-8) here.

The NMR spectra of a series of 5-substituted furfurals (where the substituent is MeO,Me,Br,I,COOMe,CHO or NO2) were measured in 1% CCl4 solutions The influence of the substituent upon the relation of the cis-trans rotational isomers was studied by means of the correlation between the chem. shifts of the substituted furfurals (referred to furfural) and the resp. shifts of the 5-mono substituted furans (referred to furan). For the H atom in the 4 position, an excellent agreement was found between the substituted furfural and the substituted furan series, whereas for the H atom in the 3 position, there is a noticeable deviation for the iodo compound This could be due to an alteration in the cis-trans isomerism in 5 iodofurfural as compared to furfural, which may be originated in the steric hindrance of I which favors the 0-0 trans isomer and therefore a higher shielding in the H atom in the 3 position.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《General synthetic approach towards annelated 3a,6-epoxyisoindoles by tandem acylation/IMDAF reaction of furylazaheterocycles. Scope and limitations》. Authors are Zubkov, Fedor I.; Nikitina, Eugenia V.; Galeev, Timur R.; Zaytsev, Vladimir P.; Khrustalev, Victor N.; Novikov, Roman A.; Orlova, Daria N.; Varlamov, Alexey V..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.

An efficient and versatile one-pot synthesis of 3,6a-epoxyisoindoles annelated with oxazine, oxazole, thiazine, thiazole, pyrimidine fragments and with their benzoannelated analogs is presented. The method is based on tandem N-acylation/intramol. cycloaddition (the intramol. Diels-Alder reaction of furan, IMDAF) reaction between α,β-unsaturated acid anhydrides and α-furyl substituted azaheterocycles. The latter can be easily prepared by condensation of diverse furfurals and 1,2- or 1,3-N,X-binucleophiles (aminoalcs., aminothiols, diamines). The observed IMDAF reaction is stereoselective: exo-adducts are formed exclusively with large prevalence of one of the diastereoisomers. In most cases, the condensation/N-acylation/IMDAF reaction sequence may be carried out via a one-pot domino protocol. The scope and limitations of the proposed approach are thoroughly investigated. The obtained Diels-Alder adducts are attractive and useful substrates for further transformations. Fused isoindoles can be prepared from them in one-step by aromatization of the 7-oxabicyclo[2.2.1]heptene ring. Other transformations, including halogenation, ring cleavage, and Wagner-Meerwein skeletal rearrangement, are also demonstrated. The spatial structures of the obtained compounds have been established by X-ray diffraction analyses.

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Reference of 5-Iodo-2-furaldehyde. 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 Ligand-Promoted meta-C-H Functionalization of Benzylamines. Author is Wang, Peng; Farmer, Marcus E.; Yu, Jin-Quan.

Meta-C-H functionalization of benzylamines has been developed using a PdII/transient mediator strategy. Using 2-pyridone ligands and 2-carbomethoxynorbornene (NBE-CO2Me) as the mediator, arylation, amination, and chlorination of benzylamines are realized. This protocol features a broad substrate scope and is compatible with heterocylic coupling partners. Moreover, the loading of the Pd can be lowered to 2.5 mol % by using the optimal ligand.

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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.Safety of 1-(2,4-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone. The article 《Direct synthesis of ester-containing indium homoenolate and its application in palladium-catalyzed cross-coupling with aryl halide》 in relation to this compound, is published in Chemical Communications (Cambridge, United Kingdom). Let’s take a look at the latest research on this compound (cas:2689-65-8).

An efficient method for the synthesis of ester-containing indium homoenolate via a direct insertion of indium into β-halo ester in the presence of CuI/LiCl is described. The synthetic utility of the indium homoenolate was demonstrated by palladium-catalyzed cross-coupling with aryl halides in DMA with wide functional group compatibility.

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Xiao, Pan; Schlinquer, Claire; Pannecoucke, Xavier; Bouillon, Jean-Philippe; Couve-Bonnaire, Samuel published an article about the compound: 5-Iodo-2-furaldehyde( cas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O ).Quality Control of 5-Iodo-2-furaldehyde. 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.

Efficient ligand-free palladium catalyzed Mizoroki-Heck reaction allowed the formation of trisubstituted α-trifluoromethylacrylates. The reaction showed good chem. tolerance and furnished moderate to excellent yields of reaction. Silver salt additive proved to be essential for the reaction. The reaction has been then applied to the formation of 3-trifluoromethyl coumarins and analogs of therapeutic agents.

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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 《Synthesis of iodo derivatives of the furan series. 5-Iodofurfural》. Authors are Nazarova, Z. N..The article about the compound:5-Iodo-2-furaldehydecas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O).Formula: C5H3IO2. Through the article, more information about this compound (cas:2689-65-8) is conveyed.

All 5-bromo or -iodo derivatives of furan lose halogen quant. on standing 48 h. in the dark in HNO3 (d. 1.4) in the presence of AgNO3, followed by heating to 50-60° until N oxide vapor appear; the method can be used for anal. of these compounds Refluxing 35 g. 5-bromofurfural with 3.5 g. KI and 180 mL. AcOH 1 h., followed by dilution with H2O gave 96% crude product, m. 124-6°, which gave 80% pure 5-iodofurfural, m. 127.5-8° (from EtOH); with HNO3 it gives vapor of iodine; oxime, decompose 167-8°; semicarbazone, decompose 199-200°. The aldehyde in 30% NaOH treated with a few drops H2O2 and kept 4 days, then acidified, gave 58.8% 5-iodofurancarboxylic acid, decompose 197-8° (from H2O). The aldehyde heated with Ac2O-AcOK at 145-50°, then boiled with a little H2O 15 min. gave 82.2% 5-iodo-2-furylacrylic acid, decompose 159-60° (from dilute dioxane). The aldehyde condensed with MeNO2 (cf. C.A. 49, 9606b) gave 86% 1-(5-iodo-2-furyl)-2-nitroethylene (I), yellow-orange, m. 112-13° (from EtOH); if the intermediately formed Na salt is filtered directly from the mixture and is carefully decomposed with AcOH after washing with Et2O and MeOH, there is formed the unstable nitro alc., orange-red oil, which after steam distillation gave 80% I, m. 112-13°. The Br analog heated with KI and NaI in AcOH 2 h. on a steam bath gave 82.6% I. Heating 2-(5-bromo-2-furyl)-1-chloro-1-nitroethylene (cf. loc. cit.) with NaI in AcOH 2 h. gave 48.2% 5-iode analog, C6H3BrCINO3, m. 109-9.5° (from EtOH), an irritant which loses iodine on heating with HNO3.

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

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 2689-65-8, is researched, SMILESS is IC1=CC=C(O1)C=O, Molecular C5H3IO2Journal, Article, Research Support, Non-U.S. Gov’t, Journal of Organic Chemistry called Synthesis of α-Trifluoromethylacrylates by Ligand-Free Palladium-Catalyzed Mizoroki-Heck Reaction, Author is Xiao, Pan; Schlinquer, Claire; Pannecoucke, Xavier; Bouillon, Jean-Philippe; Couve-Bonnaire, Samuel, the main research direction is fluoromethylacrylate synthesis palladium catalyzed Mizoroki Heck; coumarin fluoromethyl synthesis.Reference of 5-Iodo-2-furaldehyde.

Efficient ligand-free palladium catalyzed Mizoroki-Heck reaction allowed the formation of trisubstituted α-trifluoromethylacrylates. The reaction showed good chem. tolerance and furnished moderate to excellent yields of reaction. Silver salt additive proved to be essential for the reaction. The reaction has been then applied to the formation of 3-trifluoromethyl coumarins and analogs of therapeutic agents.

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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 Furan derivatives. LV. Kinetics of condensation of 5-nitrofurfuryl sulfones with aldehydes, published in 1975, which mentions a compound: 2689-65-8, mainly applied to kinetics condensation aldehyde nitrofurfuryl sulfone; substituent effect condensation aldehyde nitrofurfuryl sulfone; reaction constant condensation aldehyde nitrofurfuryl sulfone; furfuryl sulfone condensation aldehyde nitrofurfuryl sulfone, Product Details of 2689-65-8.

The kinetics of the condensation of I with II (R = H, Me, iodo, Cl, Br, CO2Me NO2) or III (R = H, NO2, Cl, Br, CO2H, CO2Et, Me, MeO, NHAc) [to give, resp., the corresponding (E)-IV or (E)-V, examined in NH4OAc-piperidine at 118° or MeOH-piperidine at 40°, were 2nd order. The log k was linearly related with σp+. The pKa of I and of 5-nitrofurfuryl Me sulfone (VI) were determined and the rates of the condensation of I or VI with III (R = NO2) indicated that steric factors were more important in the condensation than was the sulfone acidity.

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Rodgriguez, M.; Fernandez Bertran, J. published the article 《Solvent effect on rotational isomerism of furfural and its 5-substituted derivatives》. Keywords: solvent effect isomerism furfural; substituent effect isomerism furfural; rotamer population furfural; coupling constant furfural; PMR solvent effect furfural.They researched the compound: 5-Iodo-2-furaldehyde( cas:2689-65-8 ).Formula: C5H3IO2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:2689-65-8) here.

The solvent effect on the rotamer distribution of I (R = H) was determined from the 5Jα,4 and the 6Jα,5 in the PMR; 5Jn was inversely proportional to 6J. Polar solvents favored the cis-OO population. The substituent effect on the equilibrium was determined from the 5J for I (R = NO2, Cl, Br, I, Me2N); electron donating substituents also favored the cis-OO rotamer.

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