Month: February 2023

Synthesis of 2-Arylbenzo[b]furans via Copper(I)-Catalyzed Coupling of o-Iodophenols and Aryl Acetylenes was written by Bates, Craig G.;Saejueng, Pranorm;Murphy, Jaclyn M.;Venkataraman, D.. And the article was included in Organic Letters in 2002.Safety of 4-Bromo-2-iodophenol This article mentions the following:

We report a copper(I)-catalyzed procedure for the synthesis of 2-arylbenzo[b]furans. This protocol can be used to synthesize a variety of 2-arylbenzo[b]furans in good to excellent yields. This method can tolerate a variety of functional groups, does not require the use of expensive additives, and is palladium-free. 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. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. 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.Safety of 4-Bromo-2-iodophenol

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

Design, Synthesis, and Evaluation of Piperazinyl Pyrrolidin-2-ones as a Novel Series of Reversible Monoacylglycerol Lipase Inhibitors was written by Aida, Jumpei;Fushimi, Makoto;Kusumoto, Tomokazu;Sugiyama, Hideyuki;Arimura, Naoto;Ikeda, Shuhei;Sasaki, Masako;Sogabe, Satoshi;Aoyama, Kazunobu;Koike, Tatsuki. And the article was included in Journal of Medicinal Chemistry in 2018.HPLC of Formula: 660-49-1 This article mentions the following:

Monoacylglycerol lipase (MAGL) is a major serine hydrolase that hydrolyzes 2-arachidonoylglycerol (2-AG) to arachidonic acid (AA) and glycerol in the brain. Because 2-AG and AA are endogenous biol. active ligands in the brain, inhibition of MAGL is an attractive therapeutic target for CNS disorders, particularly neurodegenerative diseases. In this study, authors report the structure-based drug design of novel piperazinyl pyrrolidin-2-ones. By enhancing the interaction of the piperazinyl pyrrolidin-2-one core and its substituents with the MAGL enzyme via design modifications, they identified a potent and reversible MAGL inhibitor, compound, 1-[3-Fluoro-5-(2-methylpyridin-3-yl)phenyl]-4-[4-(pyrimidin-2-yl)piperazin-1-yl]pyrrolidin-2-one (R)-3t. Oral administration of compound (R)-3t to mice decreased AA levels and elevated 2-AG levels in the brain. In the experiment, the researchers used many compounds, for example, 3-Fluoro-5-iodoaniline (cas: 660-49-1HPLC of Formula: 660-49-1).

3-Fluoro-5-iodoaniline (cas: 660-49-1) belongs to iodide derivatives. 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.HPLC of Formula: 660-49-1

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

E- and Z-, di- and tri-substituted alkenyl nitriles through catalytic cross-metathesis was written by Mu, Yucheng;Nguyen, Thach T.;Koh, Ming Joo;Schrock, Richard R.;Hoveyda, Amir H.. And the article was included in Nature Chemistry in 2019.Synthetic Route of C8H9IO2 This article mentions the following:

Molybdenum alkylidene complexes (either molybdenum-based monoaryloxide pyrrolides or chlorides) were used as catalysts for the diastereoselective olefin metathesis reactions of alkenes with acrylonitrile, maleonitrile, or fumaronitrile to provide (E)- or (Z)-α,β-unsaturated nitriles and trisubstituted α,β-unsaturated nitriles. Oleyl alc. and oleic acid underwent stereoselective cross-metathesis with maleonitrile using pinacolborane or bis(triisopropylphenyl)borane as in-situ protecting group reagents. Intermediates toward the synthesis of natural products and pharmaceuticals were prepared using these methods. 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. 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. 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.Synthetic Route of C8H9IO2

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

Late-stage functionalization and diversification of peptides by internal thiazole-enabled palladium-catalyzed C(sp³)-H arylation was written by Bai, Zengbing;Chen, Qingqing;Gu, Jun;Cai, Chuangxu;Zheng, Jie;Sheng, Wangjian;Yi, Shandong;Liu, Fang;Wang, Huan. And the article was included in ACS Catalysis in 2021.Recommanded Product: 4-Iodo-1,2-dimethoxybenzene This article mentions the following:

Modification of peptides via late-stage C-H activation is an emerging strategy to construct bioactive peptidomimetic libraries with expanded structural diversity for drug discovery. Peptides with thiazole motifs in the backbone as amide surrogates often exhibit improved bioactivity and biostability. However, methods to synthesize this class of compounds with structural diversity are limited. Here, we report the development of a highly versatile strategy for late-stage palladium-catalyzed C(sp³)-H arylation of peptides. This protocol utilizes the thiazole motifs in the peptide backbone as internal directing groups and allows the regio- and site-selective arylation of β-C(sp³)-H and γ-C(sp³)-H bonds in peptide side chains. The high biocompatibility of this method to functionalize and ligate peptides with a variety of aryl donors, biomols., and fluorophores sets the stage for efficient construction of peptide libraries with featured backbone thiazole units. 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. 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.Recommanded Product: 4-Iodo-1,2-dimethoxybenzene

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

Iodolopyrazolium Salts: Synthesis, Derivatizations and Applications was written by Boelke, Andreas;Kuczmera, Thomas J.;Caspers, Lucien D.;Lork, Enno;Nachtsheim, Boris J.. And the article was included in Organic Letters in 2020.Formula: C7H4ClIO2 This article mentions the following:

The synthesis of iodolopyrazolium triflates via an oxidative cyclization of 3-(2-iodophenyl)-1H-pyrazoles is described. The reaction is characterized by a broad substrate scope, and various applications of these novel cyclic iodonium salts acting as useful synthetic intermediates are demonstrated, in particular in site-selective ring openings. This was finally applied to generate derivatives of the anti-inflammatory drug celecoxib. Their application as highly active halogen-bond donors is shown as well. In the experiment, the researchers used many compounds, for example, 3-Chloro-2-iodobenzoic acid (cas: 123278-03-5Formula: C7H4ClIO2).

3-Chloro-2-iodobenzoic acid (cas: 123278-03-5) 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. 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.Formula: C7H4ClIO2

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

Palladium-Catalyzed Carbonylative Four-Component Synthesis of Thiochromenones: The Advantages of a Reagent Capsule was written by Shen, Chaoren;Spannenberg, Anke;Wu, Xiao-Feng. And the article was included in Angewandte Chemie, International Edition in 2016.Safety of 1,2-Difluoro-3-iodobenzene This article mentions the following:

Multicomponent reactions, especially those involving four or even more reagents, have been a long-standing challenge because of the issues associated with balancing reactivity, selectivity, and compatibility. Herein, we demonstrate how the use of a reagent capsule provides straightforward access to synthetically valuable thiochromenone derivatives by a palladium-catalyzed carbonylative four-component reaction. To the best of our knowledge, this is the first example of applying a capsule to prevent catalyst poisoning and undesired side reactions of the multicomponent reaction. In the experiment, the researchers used many compounds, for example, 1,2-Difluoro-3-iodobenzene (cas: 64248-57-3Safety of 1,2-Difluoro-3-iodobenzene).

1,2-Difluoro-3-iodobenzene (cas: 64248-57-3) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. 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.Safety of 1,2-Difluoro-3-iodobenzene

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

Practical Asymmetric Synthesis of a Non-Peptidic α_vβ₃ Antagonist was written by Keen, Stephen P.;Cowden, Cameron J.;Bishop, Brian C.;Brands, Karel M. J.;Davies, Antony J.;Dolling, Ulf H.;Lieberman, David R.;Stewart, Gavin W.. And the article was included in Journal of Organic Chemistry in 2005.Reference of 10297-05-9 This article mentions the following:

The development of a practical and highly convergent synthesis of an α_vβ₃ antagonist I is described. The two key fragments present in this compound, a chiral 3-aryl-5-oxopentanoic acid II and a tetrahydropyrido[2,3-b]azepine ring system III (R= Boc), were constructed independently and then coupled at a late stage using a Wittig reaction. The pyridoazepine moiety was prepared from N-Boc 6-chloro-2-aminopyridine via directed ortho-metalation/alkylation followed by in situ cyclization. A Suzuki reaction was then used to attach the propionaldehyde side-chain required for Wittig coupling. The coupling partner was prepared from asym. methanolysis of a 3-substituted glutaric anhydride followed by elaboration of the acid moiety to the requisite β-keto phosphorane. Using this route, kilogram quantities of the desired drug candidate were prepared 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. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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.Reference of 10297-05-9

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

Design and synthesis of novel oridonin analogues as potent anticancer agents was written by Shen, Qing-Kun;Chen, Zheng-Ai;Zhang, Hong-Jian;Li, Jia-Li;Liu, Chuan-Feng;Gong, Guo-Hua;Quan, Zhe-Shan. And the article was included in Journal of Enzyme Inhibition and Medicinal Chemistry in 2018.COA of Formula: C8H9IO2 This article mentions the following:

To identify anticancer agents with higher potency and lower toxicity, a series of oridonin derivatives with substituted benzene moieties at the C17 position were designed, synthesized, and evaluated for their antiproliferative properties. Most of the derivatives exhibited antiproliferative effects against AGS, MGC803, Bel7402, HCT116, A549, and HeLa cells. Compound 2p ((1S,4aR,5S,6S,6aR,9S,11aS,14R,E)-1,5,6,14-tetrahydroxy-4,4-dimethyl-8-(3-((3-methylbut-2-enlyl)oxy)benzylidene)decahydro-1H-6,11b-(epoxymethano)-6a,9-methanocyclohepta[a]naphthalen-7(8H)-one) (IC₅₀ = 1.05 μM) exhibited the most potent antiproliferative activity against HCT116 cells; it was more potent than oridonin (IC₅₀ = 6.84 μM) and 5-fluorouracil (5-FU) (IC₅₀ = 24.80 μM). The IC₅₀ value of 2p in L02 cells was 6.5-fold higher than that in HCT116 cells. Overall, it exhibited better selective antiproliferative activity and specificity than oridonin and 5-FU. Furthermore, compound 2p arrested HCT116 cells at the G2 phase of the cell cycle and increased the percentage of apoptotic cells to a greater extent than oridonin. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2COA of Formula: C8H9IO2).

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.COA of Formula: C8H9IO2

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

C-H functionalization of amines with aryl halides by nickel-photoredox catalysis was written by Ahneman, Derek T.;Doyle, Abigail G.. And the article was included in Chemical Science in 2016.SDS of cas: 77350-52-8 This article mentions the following:

Synthesis of phenylpyrrolidines e.g., I via functionalization of α-amino C-H bonds with aryl halides using a combination of nickel and photoredox catalysis was described. This direct C-H, C-X coupling uses inexpensive and readily available starting materials to generate benzylic amines, an important class of bioactive mols. Mechanistically, this method features the direct arylation of α-amino radicals mediated by a nickel catalyst. This reactivity was demonstrated for a range of aryl halides and N-aryl amines, with orthogonal scope to existing C-H activation and photoredox methodologies. Reactions with several complex aryl halides, demonstrating the potential utility of this approach in late-stage functionalization was also reported. In the experiment, the researchers used many compounds, for example, N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8SDS of cas: 77350-52-8).

N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8) 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. 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.SDS of cas: 77350-52-8

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

Visible-Light-Driven Conversion of Alcohols into Iodide Derivatives with Iodoform was written by Zhao, Yubao;Antonietti, Markus. And the article was included in ChemPhotoChem in 2018.Application In Synthesis of 1-Bromo-4-(2-iodoethyl)benzene This article mentions the following:

A mild, cost effective, operationally simple and environmentally benign visible-light-driven alc. iodination reaction system for the synthesis of iodoalkanes was developed. In this reaction system, visible light and iodoform were employed as the energy source and iodination reagent, resp. The reaction begins with the homolytic fission of the C-I bond in iodoform induced by visible-light irradiation, produced active radicals. The following steps involved as radical trapping by DMF, nucleophilic substitution, Vilsmeier-type reagent formation, and the final iodination of the alc. The excellent performance of the model reaction in the flow photoreactor demonstrated the potential of this system for practical application. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9Application In Synthesis of 1-Bromo-4-(2-iodoethyl)benzene).

1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9) 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.Application In Synthesis of 1-Bromo-4-(2-iodoethyl)benzene

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