Tag: M.W:200-300

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 Ligand-Promoted Meta-C-H Arylation of Anilines, Phenols, and Heterocycles, published in 2016-07-27, which mentions a compound: 2689-65-8, mainly applied to regioselective meta arylation aniline phenol heterocycle aryl iodide; hydroxypyridine ligand meta arylation aniline phenol heterocycle aryl iodide; lenalidomide meta arylation, Formula: C5H3IO2.

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

Synthetic Route of C5H3IO2. 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. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Synthesis of new heterocyclic compounds based on N-benzyl(heptyl)-3-benzyl(heptyl)amino-4-hydroxybutanamides.

The reactions of HOCH2CH(NHR)CH2CONHR (R = benzyl, heptyl) with 5-iodofurfural, Cl3CCOOEt, SOCl2, and di-Et oxalate were examined The products included oxazolidines I and II (R = benzyl, heptyl), oxathiazolidine oxide III, and morpholinediones IV (same R). I and III showed antibacterial and antifungal activity.

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Reference:
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 An unusual photochemical reaction of indene with furan and thiophene derivatives. Author is D’Auria, Maurizio; De Mico, Antonella; D’Onofrio, Franco.

Photochem. substitution of iododfurans or iodothiophenes by indene gave 2-indenylfurans or -thiophenes. E.g., irradiation of 5-iodofuran-2-carboxaldehyde in MeCN in the presence of indene gave the substitution product I.

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Reference:
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, Heterocycles called Photochemical behavior of halogenoheterocyclic derivatives. The alternative between arylation and dehalogenation reactions, Author is D’Auria, Maurizio, which mentions a compound: 2689-65-8, SMILESS is IC1=CC=C(O1)C=O, Molecular C5H3IO2, Formula: C5H3IO2.

Semiempirical calculations on the transient intermediates involved in the irradiation of haloheterocyclic compounds showed that the difference between the heat of formation of the substrates and that of the radical intermediates derived from cleavage of the C-X bond can be a useful parameter to justify the observed chem. behavior towards arylation or dehalogenation.

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

Formula: C5H3IO2. 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 Stereospecific Synthesis of Tri- and Tetrasubstituted α-Fluoroacrylates by Mizoroki-Heck Reaction. Author is Rousee, Kevin; Bouillon, Jean-Philippe; Couve-Bonnaire, Samuel; Pannecoucke, Xavier.

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

Gra Rios, Rafael published an article about the compound: 5-Iodo-2-furaldehyde( cas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O ).Related Products of 2689-65-8. 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.

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

Name: 5-Iodo-2-furaldehyde. 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 Furan derivatives. LXXXII. Kinetics of the condensation of 5-nitro-2-furfuryl dichloromethyl sulfone with aldehydes. Author is Hrdina, M.; Jurasek, A.; Knoppova, V..

The kinetics of condensation of I with II (R = H, Me, Cl, Br, iodo, CO2Me, NO2) and III (R1 = H, 4-Me, 4-Cl, 3,4-Cl2, 4-Br, 4-CO2Et, 2-NO2, 3-NO2, 4-NO2), resp., were correlated with substituent constants

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

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 Furan derivatives. LV. Kinetics of condensation of 5-nitrofurfuryl sulfones with aldehydes, the main research direction is kinetics condensation aldehyde nitrofurfuryl sulfone; substituent effect condensation aldehyde nitrofurfuryl sulfone; reaction constant condensation aldehyde nitrofurfuryl sulfone; furfuryl sulfone condensation aldehyde nitrofurfuryl sulfone.Formula: C5H3IO2.

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

Electric Literature of C5H3IO2. 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 Reevaluation of benzyltrimethylammonium dichloroiodide, previously reported to be a selective iodinating agent. Author is D’Auria, Maurizio; Mauriello, Giacomo.

Benzyltrimethylammonium dichloroiodate [N,N,N-trimethylbenzenemethanaminium dichloroiodate(1-)], previously reported as an iodinating agent of thiophenes, appears to be a selective chlorinating agent of both thienyl and furyl derivatives containing a carbonyl group. Treatment of Me 2-thiophenecarboxylate with benzyltrimethylammonium dichloroiodate/ZnCl2/AcOH gave Me 5-iodo-2-thiophenecarboxylate, Me 4,5-diiodo-2-thiophenecarboxylate, and Me 5-chloro-2-thiophenecarboxylate.

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

Safety of 5-Iodo-2-furaldehyde. 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. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about 1H-Indenylfuran and -thiophene derivatives: a new class of singlet-oxygen sensitizers.

Photophys. and photochem. properties of title compounds I (X = O, S; R = H, Me) and II (R = H, inden-2-yl) were studied. All the compounds absorbed UV light at 350-380 nm. The fluorescence spectra of I and II showed bands at 410-470 nm and quantum yields in the range 0.25-0.88. Attempts to calculate the triplet energy failed except for I (X = S, R = Me) and II (R = H), which showed ET = 43-44 kcal mol-1. These compounds are a new class of singlet-oxygen sensitizers. The sensitized reaction of 2,5-dimethylfuran with singlet oxygen was followed. I (X = O, R = H) and II (R = inden-2-yl) are more reactive than α-terthiophene (III), while the other compounds show the same reactivity as III. This behavior can be explained by different intersystem crossing quantum yields. Diazabicyclo[2.2.2]octane is a quencher of singlet oxygen in this reaction. Superoxide ion formation is excluded by photooxidation of α,α’-dimethylstilbene.

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