Category: iodides-buliding-blocks

Total synthesis of 3′,3”’-binaringenin and related biflavonoids was written by Sagrera, Gabriel;Seoane, Gustavo. And the article was included in Synthesis in 2010.COA of Formula: C8H7IO2 This article mentions the following:

The synthesis of natural 3′,3”’-binaringenin and four related biflavonoids was performed in good overall yield (15-35%) starting from readily available phloroglucinol and 4-hydroxy- or 4-methoxybenzaldehyde. Preliminary results indicate that some of these compounds have an interesting activity against S. aureus. In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6COA of Formula: C8H7IO2).

3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6) 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.COA of Formula: C8H7IO2

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

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

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

Copper and L-(-)-quebrachitol catalyzed hydroxylation and amination of aryl halides under air was written by Liang, Xinjie;Li, Hui;Du, Fangyu;Zhang, Yongsheng;Dong, Jinhua;Bao, Xuefei;Wu, Ying;Chen, Guoliang. And the article was included in Tetrahedron Letters in 2020.Application In Synthesis of 3-Iodo-2-methylbenzoic acid This article mentions the following:

L-(-)-Quebrachitol, a natural product obtained from waste water of the rubber industry, was utilized as an efficient ligand for the copper-catalyzed hydroxylation and amination of aryl halides to selectively give phenols and aryl amines in water or 95% ethanol. In addition, the hydroxylation of 2-chloro-4-hydroxybenzoic acid was validated on a 100-g scale under air. In the experiment, the researchers used many compounds, for example, 3-Iodo-2-methylbenzoic acid (cas: 133232-56-1Application In Synthesis of 3-Iodo-2-methylbenzoic acid).

3-Iodo-2-methylbenzoic acid (cas: 133232-56-1) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. 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 In Synthesis of 3-Iodo-2-methylbenzoic acid

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

Exploring the Neuroleptic Substituent in Octoclothepin: Potential Ligands for Positron Emission Tomography with Subnanomolar Affinity for α₁-Adrenoceptors was written by Kristensen, Jesper L.;Puschl, Ask;Jensen, Martin;Risgaard, Rune;Christoffersen, Claus T.;Bang-Andersen, Benny;Balle, Thomas. And the article was included in Journal of Medicinal Chemistry in 2010.Safety of 5-Iodo-1-methyl-1H-pyrazole This article mentions the following:

A series of 1-(10,11-dihydrodibenzo[b,f]thiepin-10-yl)-4-methylpiperazines I (R = Cl, CN, Ph, 4-pyridyl, 1-methyltetrazol-5-yl, H₂NCH₂, MeCONHCH₂, etc.) substituted in the 8-position of the 10,11-dihydrodibenzo[b,f]thiepine scaffold with aryl, heteroaryl, amine, and amide substituents is described. The compounds were designed using the previously reported Liljefors-Bogeso pharmacophore model for dopamine D₂ and α₁-adrenoceptor antagonists, with the aim of obtaining selective α₁-adrenoceptor antagonists suitable for development as radioligands for imaging of central α₁-adrenoceptors by positron emission tomog. Sixteen aryl and heteroaryl substituted octoclothepin analogs were prepared by a convergent synthesis via coupling of I (R = 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) with aryl and heteroaryl halides under palladium catalysis. The most selective compound obtained, (S)-I (R = i-PrCONHCH₂), showed a similar subnanomolar affinity compared to α_1a, α_1b, and α_1d-adrenoceptors and a selectivity ratio of 20, 440, and 20 with respect to D₂, 5-HT_2C, and H₁ receptors, resp. In the experiment, the researchers used many compounds, for example, 5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5Safety of 5-Iodo-1-methyl-1H-pyrazole).

5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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.Safety of 5-Iodo-1-methyl-1H-pyrazole

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

Visible-Light-Induced Nickel-Catalyzed Cross-Coupling with Alkylzirconocenes from Unactivated Alkenes was written by Gao, Yadong;Yang, Chao;Bai, Songlin;Liu, Xiaolei;Wu, Qingcui;Wang, Jing;Jiang, Chao;Qi, Xiangbing. And the article was included in Chem in 2020.Recommanded Product: 1-Chloro-4-iodobutane This article mentions the following:

Visible-light-induced single nickel-catalyzed C(sp³)-C(sp³), C(sp³)-C(sp²) and C(sp³)-C(sp) cross-coupling reactions were reported using alkylzirconocenes, which were easily generated in-situ from terminal or internal unactivated alkenes through hydrozirconation and chain walking. This method was mild and applicable for a large range of substrates including primary, secondary, tertiary alkyl, aryl, alkenyl, alkynyl halides and a variety of alkenes. Mechanistic studies suggested a novel nickel-catalyzed radical cross-coupling pathway, which represented the first visible-light-induced transformation of alkylzirconocenes. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Recommanded Product: 1-Chloro-4-iodobutane).

1-Chloro-4-iodobutane (cas: 10297-05-9) 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. 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.Recommanded Product: 1-Chloro-4-iodobutane

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

General and facile route to isomerically pure tricyclic peptides based on templated tandem CLIPS/CuAAC Cyclizations was written by Richelle, Gaston J. J.;Ori, Sumeet;Hiemstra, Henk;van Maarseveen, Jan H.;Timmerman, Peter. And the article was included in Angewandte Chemie, International Edition in 2018.Recommanded Product: 1,4-Diiodo-2,3,5,6-tetramethylbenzene This article mentions the following:

We report a one-pot ligation/cyclization technol. for the rapid and clean conversion of linear peptides into tricyclic peptides that is based on using tetravalent scaffolds containing two benzyl bromide and two alkyne moieties. These react via CLIPS/CuAAC reactions with cysteines and azides in the peptide. Flexibility in the scaffolds is key to the formation of isomerically pure products as the flexible scaffolds T4₁ and T4₂ mostly promote the formation of single isomeric tricycles while the rigid scaffolds T4₃ and T4₄ do not yield clean products. There seems to be no limitation to the number and types of amino acids present as 18 canonical amino acids were successfully implemented. We also observed that azides at the peptide termini and cysteine residues in the center gave better results than compounds with the functional groups placed the other way round. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Recommanded Product: 1,4-Diiodo-2,3,5,6-tetramethylbenzene).

1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1) 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. 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.Recommanded Product: 1,4-Diiodo-2,3,5,6-tetramethylbenzene

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

Efficient microwave-assisted one-pot three-component synthesis of 2,3-disubstituted benzofurans under Sonogashira conditions was written by Markina, Nataliya A.;Chen, Yu;Larock, Richard C.. And the article was included in Tetrahedron in 2013.HPLC of Formula: 207115-22-8 This article mentions the following:

An efficient one-pot method for the synthesis of 2,3-disubstituted benzo[b]furans from com. available 2-iodophenols, terminal acetylenes and aryl iodides has been developed utilizing Sonogashira reaction conditions. After an initial Sonogashira coupling of the 2-iodophenol with the terminal alkyne, cyclization involving the aryl iodide provides the 2,3-disubstituted benzo[b]furans, e.g., I, in good to excellent yields. The use of microwave irradiation shortens the reaction times and minimizes the side products. This methodol. is especially useful for the construction of libraries of highly substituted benzo[b]furans and their analogs. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8HPLC of Formula: 207115-22-8).

4-Bromo-2-iodophenol (cas: 207115-22-8) 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. 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.HPLC of Formula: 207115-22-8

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

Synthesis of Indolines and Derivatives by Aza-Heck Cyclization was written by Xu, Feiyang;Korch, Katerina M.;Watson, Donald A.. And the article was included in Angewandte Chemie, International Edition in 2019.Product Details of 160938-18-1 This article mentions the following:

For the first time, an aza-Heck cyclization that allows the preparation of indoline scaffolds is described. Using N-hydroxy anilines as electrophiles, which can be easily accessed from the corresponding nitroarenes, this method provides indolines bearing pendant functionality and complex ring topologies. Synthesis of challenging indolines, such as those bearing fully substituted carbon atoms at C2, is also possible using this method. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1Product Details of 160938-18-1).

4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1) 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. 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.Product Details of 160938-18-1

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