Category: iodides-buliding-blocks

Electrochemical radical reactions of alkyl iodides: a highly efficient, clean, green alternative to tin reagents was written by Li, Diyuan;Ma, Tsz-Kan;Scott, Reuben J.;Wilden, Jonathan D.. And the article was included in Chemical Science in 2020.SDS of cas: 10297-05-9 This article mentions the following:

An electrochem. ‘redox-relay’ system has been developed which allows the generation of C-centered radicals. Intermol. ‘tin-like’ radical reactions can subsequently be conducted under the most benign of conditions. The yields and efficiency of the processes are competitive and even superior in most cases to comparable conditions with tributyltin hydride. The use of air and electricity as the promoter (instead of a tin or other reagent) combined with the aqueous reaction media make this a clean and ‘green’ alternative to these classic C-C bond forming processes. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9SDS of cas: 10297-05-9).

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. 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.SDS of cas: 10297-05-9

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

Design, synthesis and evaluation of novel heterodimers of donepezil and huperzine fragments as acetylcholinesterase inhibitors was written by Hu, Yueqing;Zhang, Jun;Chandrashankra, Oormila;Ip, Fanny C. F.;Ip, Nancy Y.. And the article was included in Bioorganic & Medicinal Chemistry in 2013.Reference of 10297-05-9 This article mentions the following:

Four series of novel heterodimers comprised of donepezil and huperzine A (HupA) fragments were designed, synthesized, and evaluated in search of potent acetylcholinesterase (AChE) inhibitors as potential therapeutic treatment for Alzheimer’s disease. Heterodimers comprised of dimethoxyindanone (from donepezil), hupyridone (from HupA), and connected with a multimethylene linker, were identified as potent and selective inhibitors of AChE. Diastereomeric heterodimers (RS,S)-17b (with a tetramethylene linker) exhibited the highest potency of inhibition towards AChE with an IC₅₀ value of 9 nM and no detectable inhibitory effect on butyrylcholinesterase at 1 mM. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Reference of 10297-05-9).

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. 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.Reference of 10297-05-9

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

Palladium-NHC catalyzed formation of cyclopenta[b]benzofurans and their subsequent modification was written by Demerzhan, Silviya;Gilbertson, Scott R.. And the article was included in Tetrahedron Letters in 2015.Application of 207115-22-8 This article mentions the following:

A palladium NHC complex is used to catalyze the addition of ortho iodophenols to diazabicyclic alkenes. The product cyclopenta[b]benzofurans are then derivatized by the Suzuki reaction, and reduction of the N-N bond and followed by conversion of the amines into amides. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Application of 207115-22-8).

4-Bromo-2-iodophenol (cas: 207115-22-8) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organoiodine lubricants can be used with titanium, stainless steels, and other metals which tend to seize up with conventional lubricants: organoiodine lubricants can be used in turbines and spacecraft, and as a cutting oil in machining.Application of 207115-22-8

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

Synergistic N-Heterocyclic Carbene/Palladium-Catalyzed Umpolung 1,4-Addition of Aryl Iodides to Enals was written by Yang, Wenjun;Ling, Bo;Hu, Bowen;Yin, Haolin;Mao, Jianyou;Walsh, Patrick J.. And the article was included in Angewandte Chemie, International Edition in 2020.Safety of 3-Iodobenzo[b]thiophene This article mentions the following:

An umpolung 1,4-addition of aryl iodides to enals promoted by cooperative (terpy)Pd/NHC catalysis was developed that generates various bioactive β,β-diaryl propanoate derivatives This system is not only the first reported palladium-catalyzed arylation of NHC-bound homoenolates but also expands the scope of NHC-induced umpolung transformations. A diverse array of functional groups such as esters, nitriles, alcs., and heterocycles are tolerated under the mild conditions. This method also circumvents the use of moisture-sensitive organometallic reagents. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Safety of 3-Iodobenzo[b]thiophene).

3-Iodobenzo[b]thiophene (cas: 36748-88-6) 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.Safety of 3-Iodobenzo[b]thiophene

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

Studies on antitumor agents. Synthesis of derivatives of retinoic acid was written by Xu, Shiping;Guo, Zongru;Yuan, Zhanliang;Li, Lanmin;Huang, Liang. And the article was included in Yaoxue Xuebao in 1981.Synthetic Route of C7H6INO2 This article mentions the following:

Twenty-seven anti-tumor (no data) retinoic acid amides or esters were prepared by amidation or esterification of retinoic acid (I) with amines, e.g., o-, m– or p-H₂NC₆H₄O₂R (R = H, Et) or hydroxy compounds e.g., o-, p-HOC₆H₄R¹ [R¹ = CO₂Et, CHO, CH(OEt)₂], etc., resp. N-[p-(Ethoxycarbonyl)phenyl]retinoamide was the most active and had very low toxicity in mice (no data in original). In the experiment, the researchers used many compounds, for example, 2-Amino-4-iodobenzoic acid (cas: 20776-54-9Synthetic Route of C7H6INO2).

2-Amino-4-iodobenzoic acid (cas: 20776-54-9) 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. 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.Synthetic Route of C7H6INO2

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

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

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

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

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