Category: 5460-32-2

Ambient-Temperature Ortho C-H Arylation of Benzoic Acids with Aryl Iodides with Ligand-Supported Palladium Catalyst was written by Zhu, Changlei;Zhang, Yuanfei;Kan, Jian;Zhao, Huaiqing;Su, Weiping. And the article was included in Organic Letters in 2015.Synthetic Route of C8H9IO2 This article mentions the following:

The ambient-temperature ortho C-H arylation of electron-deficient benzoic acids with aryl iodides has been achieved by using an Ac-Ile-OH-supported Pd catalyst. A wide range of unactivated benzoic acids could cross-couple an array of aryl iodides in moderate to excellent yields. The choice of HFIP as a solvent is crucial to realizing the mild C-H arylation, and the beneficial effect of the ligand on the reaction likely stems from the accelerated C-H activation process and the improved catalyst lifetime. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Synthetic Route of C8H9IO2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Synthetic Route of C8H9IO2

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

Photocatalytic Oxidative Iodination of Electron-Rich Arenes was written by Narobe, Rok;Duesel, Simon J. S.;Iskra, Jernej;Koenig, Burkhard. And the article was included in Advanced Synthesis & Catalysis in 2019.Category: iodides-buliding-blocks This article mentions the following:

A visible-light-mediated oxidative iodination of electron-rich arenes was developed. 2.5 mol% of unsubstituted anthraquinone as photocatalyst were used in combination with elementary iodine, trifluoroacetic acid and oxygen as the terminal oxidant. The iodination proceeded upon irradiation in non- or weakly-electron donating solvents (DCM, DCE and benzene) wherein a spectral window in strongly colored iodine solutions was observed at around 400 nm. The method provided good to excellent yields (up to 98%) and showed excellent regioselectivity and good functional group tolerance (triple bonds, ketone, ester, amide). Moreover, the photo-iodination was also upscaled to a 5 mmol scale (1.1 g). Mechanistic investigations by intermediate trapping and competition experiments indicate a photocatalytic arene oxidation and the subsequent reaction with iodine as a likely mechanistic pathway. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Category: iodides-buliding-blocks).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) 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. 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.Category: iodides-buliding-blocks

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

γ-Carboline synthesis enabled by Rh(III)-catalyzed regioselective C-H annulation was written by Jiang, Bo;Jia, Jingwen;Sun, Yufei;Wang, Yichun;Zeng, Jing;Bu, Xiubin;Shi, Liangliang;Sun, Xiaoying;Yang, Xiaobo. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020.Recommanded Product: 4-Iodo-1,2-dimethoxybenzene This article mentions the following:

A redox-neutral Rh(III)-catalyzed C-H annulation of indolyl oximes were developed. The reaction exhibited a reverse regioselectivity, thus gave an exclusive and easy way for the synthesis of a wide range of substituent free γ-carbolines at C3 position with high efficiency. Deuterium-labeling experiments and kinetic anal. were preliminarily shed light on the working mode of this catalytic system. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Recommanded Product: 4-Iodo-1,2-dimethoxybenzene).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. 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.Recommanded Product: 4-Iodo-1,2-dimethoxybenzene

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

BODIPY-Labeled Cyclobutanes by Secondary C(sp³)-H Arylations for Live-Cell Imaging was written by Virelli, Matteo;Wang, Wei;Kuniyil, Rositha;Wu, Jun;Zanoni, Giuseppe;Fernandez, Antonio;Scott, Jamie;Vendrell, Marc;Ackermann, Lutz. And the article was included in Chemistry – A European Journal in 2019.Application of 5460-32-2 This article mentions the following:

Arylated cyclobutanes were accessed by a versatile palladium-catalyzed secondary C(sp³)-H activation, exploiting chelation assistance by modular triazoles. The C-H arylation led to cyclobutane natural product derivatives in a highly regioselective fashion, setting the stage for the easy access to novel fluorogenic boron-dipyrrin (BODIPY)-labeled probes for live-cell imaging. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Application of 5460-32-2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) 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.Application of 5460-32-2

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

Deoxyfluorination of alcohols with 3,3-difluoro-1,2-diarylcyclopropenes was written by Li, Lingchun;Ni, Chuanfa;Wang, Fei;Hu, Jinbo. And the article was included in Nature Communications in 2016.Product Details of 5460-32-2 This article mentions the following:

The use of 3,3-difluoro-1,2-diarylcyclopropenes (CpFluors) I (Ar = 2-methoxyphenyl, naphth-1-yl, 2,4-dimethoxyphenyl, etc.) as easily accessible and reactivity-tunable deoxyfluorination reagents has been reported. The electronic nature of CpFluors is critical for fluorination of monoalcs. such as (R)-1-(4-bromophenylsulfonyl)pyrrolidin-3-ol, 2-(naphthalen-1-yl)ethan-1-ol, 4-(3-methylphenyl)butan-2-ol, etc. via alkoxycyclopropenium cations, and CpFluors with electron-rich aryl substituents facilitate the transformation with high efficiency. The selective monofluorination of 1,2- and 1,3-diols, such as syn-cyclohexane-1,2-diol, 2,2-dimethylpropane-1,3-diol, (2R,3S)-butane-2,3-diol, etc. which proceeds via cyclopropenone acetals, is less dependent on the electronic nature of CpFluors. Moreover, CpFluors are more sensitive to the electronic nature of alcs. than many other deoxyfluorination reagents, thus fluorination of longer diols can be achieved selectively at the relatively electron-rich position. This research not only unveils the first example of deoxyfluorination reagents that contain an all-carbon scaffold, but also sheds light on the divergent reactivity of cyclopropenium cation in deoxyfunctionalization of alcs. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Product Details of 5460-32-2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) 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. 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.Product Details of 5460-32-2

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

Palladium-catalyzed Methylsulfonylation of Alkyl Halides Using Dimethyl Sulfite as SO₂ Surrogate and Methyl Source was written by Xin, Yan-Hua;Guo, Ying-Qiong;Zhang, Xing-Guo;Deng, Chen-Liang. And the article was included in Journal of Organic Chemistry in 2021.Safety of 4-Iodo-1,2-dimethoxybenzene This article mentions the following:

A novel and efficient method for the synthesis of Me sulfone derivatives RSO₂Me [R = Ph, 4-MeC₆H₄, 2-thienyl, etc.] via palladium-catalyzed methylsulfonylation of aryl and alkyl iodides with di-Me sulfite was described. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Safety of 4-Iodo-1,2-dimethoxybenzene).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. 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.Safety of 4-Iodo-1,2-dimethoxybenzene

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

Mixed-Ligand Chiral Rhodium(II) Catalyst Enables the Enantioselective Total Synthesis of Piperarborenine B was written by Panish, Robert A.;Chintala, Srinivasa R.;Fox, Joseph M.. And the article was included in Angewandte Chemie, International Edition in 2016.Application of 5460-32-2 This article mentions the following:

A novel, mixed-ligand chiral rhodium(II) catalyst, Rh₂(S-NTTL)₃(dCPA) (I), has enabled the first enantioselective total synthesis of the natural product piperarborenine B (II). A crystal structure of Rh₂(S-NTTL)₃(dCPA) reveals a “chiral crown” conformation with a bulky dicyclohexylphenyl acetate ligand and three N-naphthalimido groups oriented on the same face of the catalyst. The natural product was prepared on large scale using rhodium-catalyzed bicyclobutanation/copper-catalyzed homoconjugate addition chem. in the key step. The route proceeds in ten steps with an 8 % overall yield and 92 % ee. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Application of 5460-32-2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. 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 of 5460-32-2

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

Electrophile-Mediated Reactions of Functionalized Propargylic Substrates was written by Urbanaite, Aurelija;Jonusis, Mantas;Buksnaitiene, Rita;Balkaitis, Simonas;Cikotiene, Inga. And the article was included in European Journal of Organic Chemistry in 2015.Formula: C8H9IO2 This article mentions the following:

Metal-free halogen, chalcogen, or (oxo)carbenium ion mediated yne-carbonyl or yne-thioxo transformations of a range of N- and O-propargylic compounds have been studied. This investigation has led to the development of a mild, economic, and effective method for the synthesis of functionalized 4H-1,3-oxazines, 4H-1,3-thiazines, 4,5-dihydrothiazoles, and α-substituted enones. The structure of the propargylic substrate and the nature of electrophile influence both the outcome and regioselectivity of processes. The synthesis of the target compounds was achieved using propargyl compounds as starting materials, such as N-[3-(4-methoxyphenyl)-2-propynyl]benzamide (alkyne-amide), N-[3-(4-methoxyphenyl)-2-propynyl]carbamic acid dimethylethyl ester (alkyne-carbamate), N-[3-(4-methoxyphenyl)-2-propynyl]-N‘-(phenylmethyl)urea (alkyne-urea). In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Formula: C8H9IO2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. 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: C8H9IO2

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

Palladium-Catalyzed Direct Oxidative Coupling of Iodoarenes with Primary Alcohols Leading to Ketones: Application to the Synthesis of Benzofuranones and Indenones was written by Suchand, Basuli;Sreenivasulu, Chinnabattigalla;Satyanarayana, Gedu. And the article was included in European Journal of Organic Chemistry in 2019.Reference of 5460-32-2 This article mentions the following:

In the present study, a palladium-catalyzed direct oxidative acylation through cross-dehydrogenative coupling has been investigated, utilizing readily available primary alcs. as acylating sources. Overall, this oxidative coupling proceeds via three distinct transformations such as oxidation, radical formation, and cross-coupling in one catalytic process. This protocol does not involve the assistance of a directing group or activation of the carbonyl group by any other means. Furthermore, this reaction made use of no toxic CO gas as carbonylating agent; instead, feedstock primary alcs. have been utilized as acylation source. Notably, the synthesis of benzofuranones and indenones is enabled. This strategy was also applied to the synthesis of n-butylphthalide, fenofibrate, pitofenone, and neo-lignan. Thus, e.g., Me 2-iodobenzoate + benzyl alc. → Me 2-benzoylbenzoate (64%) in presence of Pd(OAc)₂, Ag₂O and TBHP. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Reference of 5460-32-2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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.Reference of 5460-32-2

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

Domino Oxidative [Pd]-Catalysis: One-Pot Synthesis of Fluorenones Starting from Simple Benzylamines and Iodo Arenes was written by Ravi Kumar, Devarapalli;Satyanarayana, Gedu. And the article was included in Organic Letters in 2015.Synthetic Route of C8H9IO2 This article mentions the following:

A domino [Pd]-catalysis for the efficient synthesis of fluorenones is presented. The overall reaction proceeds through the formation of a five membered Pd(II)-cycle via a highly regioselective ortho C(sp²)-H activation(s) of simple benzylamine that combines with external iodo arenes to give ortho arylated products. Significantly, the reaction further activates the C(sp³)-H and C(sp²)-H (intramol. oxidative Heck coupling) bonds to give tricyclic imine systems. Then the usual water workup affords the fused tricyclic ketones (fluorenones). Remarkably, this one-pot operation enabled the effective construction of two C-C to three C-C bonds. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Synthetic Route of C8H9IO2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) 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. 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.Synthetic Route of C8H9IO2

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