Month: January 2023

Electronically unfavorable addition of electron-deficient olefins to isochromenylium tetrafluoroborates initiated by C-1 O-glycosylation was written by Yu, Shu-Yan;Hu, Zhi-Long;Zhang, Hao;Wang, Shaozhong;Yao, Zhu-Jun. And the article was included in Tetrahedron Letters in 2012.Application In Synthesis of 4-Bromo-2-iodophenol This article mentions the following:

Electronically unfavorable reactions between isochromenylium tetrafluoroborates, e.g. I, and electron-deficient olefins have been studied and achieved by assistance of a phenolic hydroxyl group in the olefin substrates, providing the corresponding 2-oxabicyclo[3.3.1]nonane derivatives, e.g. II, diastereoselectively in moderate to satisfactory yields. The new methodol. is initiated by an intermol. C-1 O-glycosylation, and completed with an intramol. Michael addition and an aldol condensation in cascade fashion. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Application In Synthesis of 4-Bromo-2-iodophenol).

4-Bromo-2-iodophenol (cas: 207115-22-8) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. A typical method for synthesis of aromatic iodides is diazotization of primary aromatic amines followed by treatment of potassium iodide. Aliphatic alcohols are converted to alkyl iodides by treating with hydrogen iodide.Application In Synthesis of 4-Bromo-2-iodophenol

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthesis of 6-substituted 3,4-dihydro-2H-1-benzopyran-2-ones (dihydrocoumarins) via palladium catalyzed coupling reactions was written by Davies, Stephen G.;Pyatt, Dirk;Thomson, Colin. And the article was included in Journal of Organometallic Chemistry in 1990.Synthetic Route of C9H7IO2 This article mentions the following:

6-Alkenyl, 6-alkynyl, and 6-aryl-3,4-dihydrocoumarins have been prepared from 6-bromo-3,4-dihydrocoumarin via palladium-catalyzed coupling reactions. 6-Carbalkoxy- and 6-keto-3,4-dihydrocoumarins have been obtained via palladium-catalyzed carbonylations of 6-bromo- and 6-iodo-3,4-dihydrocoumarins, resp. In the experiment, the researchers used many compounds, for example, 6-Iodochroman-2-one (cas: 128651-99-0Synthetic Route of C9H7IO2).

6-Iodochroman-2-one (cas: 128651-99-0) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Synthetic Route of C9H7IO2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The ammonia-free partial reduction of substituted pyridinium salts was written by Donohoe, Timothy J.;Johnson, Dale J.;Mace, Laura H.;Thomas, Rhian E.;Chiu, Jessica Y. K.;Rodrigues, Jason S.;Compton, Richard G.;Banks, Craig E.;Tomcik, Peter;Bamford, Mark J.;Ichihara, Osamu. And the article was included in Organic & Biomolecular Chemistry in 2006.Formula: C4H8ClI This article mentions the following:

This paper reports a study into the partial reduction of N-(alkyl)pyridinium salts together with subsequent elaboration of the intermediates thus produced. Activation of a pyridinium salt by placing an ester group at C-2, allows the addition of two electrons to give a synthetically versatile enolate intermediate which can be trapped with a variety of electrophiles. Furthermore, the presence of a 4-methoxy substituent on the pyridine nucleus enhances the stability of the enolate reaction products, and hydrolysis in situ gives stable dihydropyridone derivatives in good yields. These versatile compounds are prepared in just three steps from picolinic acid and can be derivatized at any position on the ring, including nitrogen when a p-methoxybenzyl group is used as the N-activating group on the pyridinium salt. This publication describes an exploration of the optimum reducing conditions, the most appropriate N-alkyl protecting group, as well as the best position on the ring for the methoxy group. Electrochem. techniques which mimic the synthetic reducing conditions are utilized and they give clear support for a proposed mechanism of reduction in which there is a stepwise addition of two electrons to the heterocycle, mediated by di-tert-butylbiphenyl. Moreover, there is a correlation between the viability of reduction of a given heterocycle under synthetic conditions and its electrochem. response; this offers the potential for use of electrochem. in predicting the outcome of such reactions. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Formula: C4H8ClI).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs.Formula: C4H8ClI

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Zirconocene-induced cyclization /Elimination reactions of 2-heterosubstituted 1,6-dienes and 1,6-enynes was written by Owen, David R.;Whitby, Richard J.. And the article was included in Synthesis in 2005.Name: 1-Chloro-4-iodobutane This article mentions the following:

Zirconocene-mediated cyclization of 2-heterosubstituted 1,6-diene derivatives and enyne derivatives gave zirconacycles bearing an endocyclic β-leaving group which eliminated under the reaction conditions to provide exocyclic alkylidene groups. The scope of this cyclization/elimination has been investigated along with further elaboration of the monosubstituted zirconocene intermediates by insertion of alkenyl carbenoids. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Name: 1-Chloro-4-iodobutane).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. A typical method for synthesis of aromatic iodides is diazotization of primary aromatic amines followed by treatment of potassium iodide. Aliphatic alcohols are converted to alkyl iodides by treating with hydrogen iodide.Name: 1-Chloro-4-iodobutane

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Comparison of iodination of methoxylated benzaldehydes and related compounds using iodine/silver nitrate and iodine/periodic acid was written by Hathaway, Bruce A.;White, Kristen L.;McGill, Mark E.. And the article was included in Synthetic Communications in 2007.HPLC of Formula: 2314-37-6 This article mentions the following:

Iodination of the three methoxybenzaldehydes, four dimethoxybenzaldehydes, vanillin, and piperonal by two methods were compared. Iodine and periodic acid gave better yields for iodination for the methoxybenzaldehydes, whereas iodine and silver nitrate generally gave better yields for the rest of the compounds In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6HPLC of Formula: 2314-37-6).

3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6) belongs to iodide derivatives. Organic iodides are organic compounds containing a carbon-iodine (C-I) bond. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.HPLC of Formula: 2314-37-6

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Enantioselective Total Syntheses of Kuwanon X, Kuwanon Y, and Kuwanol A was written by Gao, Lei;Han, Jianguang;Lei, Xiaoguang. And the article was included in Organic Letters in 2016.Reference of 338454-02-7 This article mentions the following:

The first enantioselective total syntheses of (-)-kuwanon X (I), (+)-kuwanon Y (II), and (+)-kuwanol A (III) have been accomplished by using asym. Diels-Alder cycloaddition promoted by chiral VANOL or VAPOL/boron Lewis acid. The biosynthesis-inspired asym. Diels-Alder cycloaddition shows high exo selectivity (exo/endo = 13/1), which was unprecedented in the previous total syntheses of related prenylflavonoid Diels-Alder natural products. An acid catalyzed intramol. ketalization process enabled a biomimetic transformation to construct the polycyclic skeleton of kuwanol A efficiently. In the experiment, the researchers used many compounds, for example, Methyl 3,5-dihydroxy-4-iodobenzoate (cas: 338454-02-7Reference of 338454-02-7).

Methyl 3,5-dihydroxy-4-iodobenzoate (cas: 338454-02-7) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Reference of 338454-02-7

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A mild and simple regioselective iodination of activated aromatics with iodine and catalytic ceric ammonium nitrate. [Erratum to document cited in CA146:184189] was written by Das, Biswanath;Krishnaiah, Maddeboina;Venkateswarlu, Katta;Saidi Reddy, V.. And the article was included in Tetrahedron Letters in 2007.Safety of 4-Bromo-2-iodophenol This article mentions the following:

On page 81, right column, paragraph 4, line 1 should read: “To a mixture of an activated arene (0.5 mmol) and molecular iodine (0.5 mmol) in CH₃CN (5 mL), CAN (10 mol %) was added.”. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Safety of 4-Bromo-2-iodophenol).

4-Bromo-2-iodophenol (cas: 207115-22-8) belongs to iodide derivatives. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Safety of 4-Bromo-2-iodophenol

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Nickel-catalyzed cyclization of 1,7-enynes for the selective synthesis of dihydrocyclobuta[c]quinolin-3-ones and benzo[b]azocin-2-ones was written by Li, Qiao;Cai, Yun;Hu, Yuanyuan;Jin, Hongwei;Chen, Fener;Liu, Yunkui;Zhou, Bingwei. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2021.Recommanded Product: 4,5-Dichloro-2-iodoaniline This article mentions the following:

A nickel-catalyzed cyclization of N-(o-ethynylaryl)acrylamides for selective syntheses of dihydrocyclobuta[c]quinolin-3-ones I [R¹ = Ph, 2-MeOC₆H₄, 4-ClC₆H₄, etc.; R² = H, Me, Ph; R³ = Me, Et, Bn, methoxymethyl; R⁴ = H, 7-Me, 6-Cl, etc.] and benzo[b]azocin-2-ones II [R⁵ = Ph, 4-MeC₆H₄, 3-thienyl, etc.; R⁶ = H, Me, Ph; R⁷ = Me, Bn, methoxymethyl; R⁸ = H, 8-Me, 8-CN, etc.] was reported. The two varied products I and II could be easily obtained by tuning the reaction temperature This reaction featured easy temperature-control, high efficiency and gram-scale synthesis. In the experiment, the researchers used many compounds, for example, 4,5-Dichloro-2-iodoaniline (cas: 220185-63-7Recommanded Product: 4,5-Dichloro-2-iodoaniline).

4,5-Dichloro-2-iodoaniline (cas: 220185-63-7) belongs to iodide derivatives. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Recommanded Product: 4,5-Dichloro-2-iodoaniline

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Dicarbofunctionalizations of an Unactivated Alkene via Photoredox/Nickel Dual Catalysis was written by Dey, Purusattam;Jana, Sayan K.;Rai, Pramod;Maji, Biplab. And the article was included in Organic Letters in 2022.HPLC of Formula: 34091-51-5 This article mentions the following:

1,2-Dicarbofunctionalization of unactivated olefin has been reported under photoredox/nickel dual catalysis. The mildness of the visible-light-mediated reaction allows the use of various alkyl and aryl electrophiles with several sensitive functional groups. The protocol was equally applied for late-stage diversification of drugs and biol. active mols. Investigations elucidated the importance of photoredox/nickel dual catalysis and α-amino-radical-mediated halogen atom transfer and provided with the nickel complexes involved in the reaction. In the experiment, the researchers used many compounds, for example, 5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5HPLC of Formula: 34091-51-5).

5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5) belongs to iodide derivatives. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.HPLC of Formula: 34091-51-5

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Iron-catalyzed oxidative biaryl cross-couplings via mixed diaryl titanates: significant influence of the order of combining aryl Grignard reagents with titanate was written by Liu, Kun Ming;Wei, Juan;Duan, Xin Fang. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2015.Application of 77350-52-8 This article mentions the following:

Mixed diaryl titanates were used for the first time to modify the reactivity of two aryl Grignard reagents. Two titanate intermediates, Ar[Ar’Ti(OR)₃]MgX and Ar'[ArTi(OR)₃]MgX, formed by alternating the sequence of combining Grignard reagents with ClTi(OR)₃ showed a significant reactivity difference. Taking advantage of such different reactivity, two highly structurally similar aryl groups could be easily assembled through iron-catalyzed oxidative cross-coupling reactions using oxygen as an oxidant. The synthesis of the target compounds was achieved by a reaction of (chloro)[2,2′-(oxy)bis[ethanolato]](2-propanolato)titanium with Grignard reagents. For example, (4-methoxyphenyl)magnesium bromide was added first and (4-methylphenyl)magnesium bromide was added second, thus, to provide a (methylphenyl)(methoxyphenyl)titanate. A titanate complex of different reactivity was obtained if the order of addition of the above-mentioned Grignard reagents was reversed. Depending on reaction conditions the products formed were thus 4,4′-dimethoxy-1,1-biphenyl or 4-methoxy-4′-methyl-1,1′-biphenyl or 4,4′-dimethyl-1,1-biphenyl. Other products included 4′-methyl[1,1′-biphenyl]-4-carboxylic acid ester, 1-(2-methylphenyl)naphthalene, [1,1′-biphenyl]-2-carbonitrile, 4-(2-thienyl)benzaldehyde (thiophene derivative). In the experiment, the researchers used many compounds, for example, N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8Application of 77350-52-8).

N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8) belongs to iodide derivatives. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. Polyiodoorganic compounds are sometimes employed as X-ray contrast agents, in fluoroscopy, a type of medical imaging. This application exploits the X-ray absorbing ability of the heavy iodine nucleus.Application of 77350-52-8

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com