Tag: 200-300

NiH-catalyzed reductive hydrocarbonation of enol esters and ethers was written by Wang, Xiao-Xu;Yu, Lu;Lu, Xi;Zhang, Zhi-Lin;Liu, De-Guang;Tian, Changlin;Fu, Yao. And the article was included in CCS Chemistry in 2022.COA of Formula: C4H8ClI This article mentions the following:

Chiral dialkyl carbinols and their derivatives are significant synthetic building blocks in organic chem. and related fields. The development of convenient and efficient methods to access these compounds has long been an important endeavor. Herein, authors report a NiH-catalyzed reductive hydroalkylation and hydroarylation of enol esters and ethers. α-Oxoalkyl organonickel species were generated in situ in a catalytic mode and then participated in cross-coupling with alkyl or aryl halides. This approach enabled C(sp3)-C(sp3) and C(sp3)-C(sp2) bond formation under mild reductive conditions with simple operations, thereby boosting a broad substrate scope and good functional compatibility. Esters of enantioenriched dialkyl carbinols were accessed in a catalytic asym. version. Mechanistic studies demonstrated that this reaction proceeded through a syn-addition of Ni-H intermediate to an enol ester with high regio- and enantioselectivity. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9COA of Formula: C4H8ClI).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. 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.COA of Formula: C4H8ClI

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

Divergent Synthesis of Fused Tetracyclic Heterocycles from Diarylalkynes Enabled by the Selective Insertion of Isocyanide was written by Li, Meng;Zhang, Ruixue;Gao, Qiushan;Jiang, Huanfeng;Lei, Ming;Wu, Wanqing. And the article was included in Angewandte Chemie, International Edition in 2022.Name: 4-Bromo-2-iodophenol This article mentions the following:

Herein, a direct and efficient synthesis of diverse polysubstituted fused tetracyclic heterocycles with good functional group tolerance from diarylalkynes under different palladium catalytic systems was presented. In this chem., an unprecedented intermol. nucleopalladation of diarylalkynes through the highly selective sequential double insertion of isocyanide was achieved for the first time. The practicality of this method was further demonstrated by the construction of various bioactive mols. and important structural motifs, with potential applications in materials science and biochem. In addition, d. functional theory calculations (DFT) elucidated an interesting “Pd walk” during the cyclization process. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Name: 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. 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.Name: 4-Bromo-2-iodophenol

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

Stereocontrolled Synthesis of Fluorinated Isochromans via Iodine(I)/Iodine(III) Catalysis was written by Hafliger, Joel;Sokolova, Olga O.;Lenz, Madina;Daniliuc, Constantin G.;Gilmour, Ryan. And the article was included in Angewandte Chemie, International Edition in 2022.Category: iodides-buliding-blocks This article mentions the following:

The ubiquity of isochromans across the bioactive small mol. spectrum, the prominence of the anomeric effect in regulating conformation and the metabolic lability of the benzylic position, iodine(I)/iodine(III) catalysis was leveraged for the stereocontrolled generation of selectively fluorinated analogs. To augment the current arsenal of fluorocyclization reactions involving carboxylic acid derivatives, the reaction of readily accessible 2-vinyl benzaldehydes was disclosed (up to >95 : 05 d.r. and 97 : 03 e.r.). Key stereoelectronic interactions manifest themselves in the X-ray crystal structures of the products, thereby validating the [CH₂-CHF] fragment as a stereoelectronic mimic of the [O-CH(OR)] acetal motif. In the experiment, the researchers used many compounds, for example, Methyl 3,5-dihydroxy-4-iodobenzoate (cas: 338454-02-7Category: iodides-buliding-blocks).

Methyl 3,5-dihydroxy-4-iodobenzoate (cas: 338454-02-7) 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.Category: iodides-buliding-blocks

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

Palladium-Catalyzed Enantioselective Cyclization of 1,6-Enynes through Intramolecular Chlorine Transfer as a Novel Strategy for Asymmetric Halopalladation was written by Tang, Junlong;Zhang, Liren;Wu, Wanqing;Yang, Shaorong;Jiang, Huanfeng. And the article was included in Chemistry – A European Journal.Electric Literature of C8H5IS This article mentions the following:

Herein, an intramol. chlorine transfer strategy is used to accomplish the enantioselective chloropalladation cyclization of 1,6-enynes RCCC(O)OCH₂CH=CHCH₂Cl (R = Et, Ph, thiophen-3-yl, 1-benzothiophen-3-yl, etc.). This reaction provides a redox-neutral approach to a variety of chiral α-chloromethylene-γ-butyrolactones I with excellent E selectivity and enantioselectivity. The precisely controlled coordination of palladium with both the in situ generated nucleophilic species and the monodentate phosphoramidite ligand is crucial for enantioselectivity. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Electric Literature of C8H5IS).

3-Iodobenzo[b]thiophene (cas: 36748-88-6) 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.Electric Literature of C8H5IS

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

C-H functionalization of N-methylated amino acids and peptides as tool in natural product synthesis: Synthesis of Abyssenine A and Mucronine E was written by Kinsinger, Thorsten;Kazmaier, Uli. And the article was included in Organic Letters in 2018.Electric Literature of C8H7IO2 This article mentions the following:

N-Methylated amino acids and peptides with an 8-aminoquinoline (AQ) directing group can be subjected to stereoselective Pd-catalyzed β-functionalizations. The best results are obtained with aryl iodides, but alkyl and alkenyl side chains can also be introduced. The AQ protecting group can easily be removed, providing the free carboxylic acid, which can be used directly in peptide couplings. This protocol was used successfully as a key step in the synthesis of the cyclopeptide alkaloids abyssenine A and mucronine E. In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6Electric Literature of C8H7IO2).

3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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.Electric Literature of C8H7IO2

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

Design of PAP-1, a selective small molecule Kv1.3 blocker, for the suppression of effector memory T cells in autoimmune diseases was written by Schmitz, Alexander;Sankaranarayanan, Ananthakrishnan;Azam, Philippe;Schmidt-Lassen, Kristina;Homerick, Daniel;Haensel, Wolfram;Wulff, Heike. And the article was included in Molecular Pharmacology in 2005.Application of 10297-05-9 This article mentions the following:

The lymphocyte K⁺ channel Kv1.3 constitutes an attractive pharmacol. target for the selective suppression of terminally differentiated effector memory T (T_EM) cells in T cell-mediated autoimmune diseases, such as multiple sclerosis and type 1 diabetes. Unfortunately, none of the existing small-mol. Kv1.3 blockers is selective, and many of them, such as correolide, 4-phenyl-4-[3-(methoxyphenyl)-3-oxo-2-azapropyl]cyclohexanone, and our own compound Psora-4 inhibit the cardiac K⁺ channel Kv1.5. By further exploring the structure-activity relationship around Psora-4 through a combination of traditional medicinal chem. and whole-cell patch-clamp, we identified a series of new phenoxyalkoxypsoralens that exhibit 2- to 50-fold selectivity for Kv1.3 over Kv1.5, depending on their exact substitution pattern. The most potent and “drug-like” compound of this series, 5-(4-phenoxybutoxy)psoralen (PAP-1), blocks Kv1.3 in a use-dependent manner, with a Hill coefficient of 2 and an EC₅₀ of 2 nM, by preferentially binding to the C-type inactivated state of the channel. PAP-1 is 23-fold selective over Kv1.5, 33- to 125-fold selective over other Kv1-family channels, and 500- to 7500-fold selective over Kv2.1, Kv3.1, Kv3.2, Kv4.2, HERG, calcium-activated K⁺ channels, Na⁺, Ca²⁺, and Cl^– channels. PAP-1 does not exhibit cytotoxic or phototoxic effects, is neg. in the Ames test, and affects cytochrome P 450-dependent enzymes only at micromolar concentrations PAP-1 potently inhibits the proliferation of human T_EM cells and suppresses delayed type hypersensitivity, a T_EM cell-mediated reaction, in rats. PAP-1 and several of its derivatives therefore constitute excellent new tools to further explore Kv1.3 as a target for immunosuppression and could potentially be developed into orally available immunomodulators. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Application of 10297-05-9).

1-Chloro-4-iodobutane (cas: 10297-05-9) 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.Application of 10297-05-9

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

Cu-catalyzed decarboxylative iodination of aryl carboxylic acids with NaI: A practical entry to aryl iodides under aerobic conditions was written by Fu, Zhengjiang;Jiang, Yongqing;Jiang, Ligao;Li, Zhaojie;Guo, Shengmei;Cai, Hu. And the article was included in Tetrahedron Letters in 2018.Recommanded Product: 4-Chloro-2-iodo-1-nitrobenzene This article mentions the following:

A simple and practical Cu-catalyzed decarboxylative iodination has been well established under aerobic condition, which provides a useful method to synthesize aryl iodides in moderate to good yields with the use of (hetero)aryl carboxylic acids and NaI as starting materials [e.g., 4-chloro-2-nitrobenzoic acid â†?4-chloro-1-iodo-2-nitrobenzene (80%) using NaI in presence of Cu(OAc)₂, 1,10-Phen and O₂ in DMSO]. Thiabendazole has been prepared via a three-step procedure to show synthetic practicability of the protocol. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1Recommanded Product: 4-Chloro-2-iodo-1-nitrobenzene).

4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. 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.Recommanded Product: 4-Chloro-2-iodo-1-nitrobenzene

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

Distannane mediated reaction of N-acyliminium ion pools with alkyl halides. A chain mechanism involving radical addition followed by electron transfer was written by Maruyama, Tomokazu;Suga, Seiji;Yoshida, Jun-ichi. And the article was included in Tetrahedron in 2006.Recommanded Product: 10297-05-9 This article mentions the following:

Hexabutyldistannane is an effective mediator allowing the reaction of N-acyliminium ion pools with alkyl halides. A chain mechanism involving the addition of an alkyl radical generated from an alkyl halide to an N-acyliminium ion followed by the 1-electron reduction of the resulting radical-cation by distannane was proposed. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Recommanded Product: 10297-05-9).

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

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

Reductive Hydroxymethylation of 4-Heteroarylpyridines was written by Hepburn, Hamish B.;Donohoe, Timothy J.. And the article was included in Chemistry – A European Journal in 2020.COA of Formula: C4H8ClI This article mentions the following:

The activation of pyridinium salts with electron-withdrawing heterocycles enabled an iridium-catalyzed reductive hydroxymethylation reaction to proceed smoothly, facilitating the preparation of useful 3D heteroaryl-substituted functionalized piperidines. The methodol. was used to prepare 3-hydroxymethylated analogs of pharmaceutical agents. Mechanistically, formaldehyde acts as both a hydride donor and the electrophile, leading to the formation of two new carbon-hydrogen bonds and one new carbon-carbon bond under relatively mild conditions. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9COA of Formula: C4H8ClI).

1-Chloro-4-iodobutane (cas: 10297-05-9) 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. 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.COA of Formula: C4H8ClI

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

Efficient copper-catalyzed amination of DNA-conjugated aryl iodides under mild aqueous conditions was written by Ruff, Yves;Berst, Frederic. And the article was included in MedChemComm in 2018.Recommanded Product: 5-Iodonicotinic acid This article mentions the following:

Herein, we describe the development of copper-catalyzed cross-coupling of DNA-conjugated aryl iodides with aliphatic amines. This protocol leverages a novel ligand, 2-((2,6-dimethoxyphenyl)amino)-2-oxoacetic acid, to effect the transformation in aqueous DMSO, under mild conditions and in air, making it an ideal candidate for the synthesis of DNA-encoded libraries. In the experiment, the researchers used many compounds, for example, 5-Iodonicotinic acid (cas: 15366-65-1Recommanded Product: 5-Iodonicotinic acid).

5-Iodonicotinic acid (cas: 15366-65-1) 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.Recommanded Product: 5-Iodonicotinic acid

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