Month: February 2023

Facile Benzo-Ring Construction via Palladium-Catalyzed Functionalization of Unactivated sp³ C-H Bonds under Mild Reaction Conditions was written by Feng, Yiqing;Wang, Yuji;Landgraf, Bradley;Liu, Shi;Chen, Gong. And the article was included in Organic Letters in 2010.Recommanded Product: 207115-22-8 This article mentions the following:

A practical synthetic method for the annulation of benzo-rings by the intramol. coupling of an aryl iodide and a methylene C-H bond is described. The palladium-catalyzed C-H functionalization is directed by an aminoquinoline carboxamide group, which can be easily installed (to form, e.g, I) and removed. High yields and broad substrate scope were achieved. An additive of ortho-Ph benzoic acid, identified from a systematic screening, functions as a critical ligand for the catalytic process under mild condition, even at near room temperature In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Recommanded Product: 207115-22-8).

4-Bromo-2-iodophenol (cas: 207115-22-8) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Recommanded Product: 207115-22-8

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

Photocatalytic C-H silylation of heteroarenes by using trialkylhydrosilanes was written by Liu, Shihui;Pan, Peng;Fan, Huaqiang;Li, Hao;Wang, Wei;Zhang, Yongqiang. And the article was included in Chemical Science in 2019.Application of 5460-32-2 This article mentions the following:

The efficient and selective C-H silylation of heteroarenes, especially the pharmaceutically relevant electron-deficient heteroarenes, represents a great challenge in organic synthesis. Herein we wish to report a distinctive visible light-promoted photocatalytic C-H silylation approach that enables the direct coupling of trialkylhydrosilanes with both electron-deficient and -rich heteroarenes as well as with cyano-substituted arenes in moderate to high yields and with good regioselectivity. The protocol features operational simplicity, mild reaction conditions, and the use of safe and readily available Na₂S₂O₈, bis(trimethylsilyl) peroxide (BTMSPO) or ⁱPr₃SiSH as the radical initiators. Notably, the challenging bulky and inert trialkylhydrosilanes, such as (t-butyldimethyl)silane (^tBuMe₂SiH) and (triisopropyl)silane (ⁱPr₃SiH), work smoothly with the protocol. Moreover, despite the higher stability of ^tBuMe₂Si silylation products, our studies revealed their great reactivity and versatility in diverse C-Si-based chem. transformations, providing an operationally simple, low-cost, and environmentally benign synthetic technol. for mol. construction and elaboration. 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 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. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Application of 5460-32-2

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

Trifunctionalization of Aryl Iodides with Two Distinct Nitrogen and Carbon Electrophiles by Palladium/Norbornene Catalysis was written by Wang, Jing;Wang, Hui;Wang, Zihan;Li, Linqiang;Qin, Cheng;Luan, Xinjun. And the article was included in Chinese Journal of Chemistry in 2021.Formula: C6H4ClIO This article mentions the following:

Herein, a highly chemo- and regioselective vicinal trifunctionalization of aryl iodides by palladium/norbornene (Pd/NBE) catalysis is reported. The key feature of this new method is the introduction of two distinct nitrogen and carbon electrophiles, with a large gap in reactivity, for ortho-unsubstituted aryl iodides via an intermol. and intramol. C-H functionalization, resp. Eight types of ipso terminations can be coupled with both ortho-amination and ortho-alkylation, affording a variety of polysubstituted benzoheterocyclic scaffolds. Silicon-tethered substrates can lead to polyfucntional arenes via a single-step operation. Noteworthy, these products exhibit full-color-tunable strong fluorescence emissions with large Stokes shifts, and product I can serve as a fluorescent probe to specifically target lysosome in living cells. In the experiment, the researchers used many compounds, for example, 2-Chloro-5-iodophenol (cas: 289039-26-5Formula: C6H4ClIO).

2-Chloro-5-iodophenol (cas: 289039-26-5) 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.Formula: C6H4ClIO

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

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

Regioselective iodination of arenes using iodine/NaBO₃.4H₂O system in ionic liquid was written by Bhilare, Sachin V.;Deorukhkar, Amol R.;Darvatkar, Nitin B.;Salunkhe, Manikrao M.. And the article was included in Synthetic Communications in 2008.Application of 207115-22-8 This article mentions the following:

A mild, efficient, and simple protocol was developed for iodination of arenes and heterocyclic compounds with mol. iodine catalyzed by sodium perborate in ionic liquid The methodol. offered iodoarenes in good to excellent yields at room temperature The protocol proved to be highly selective, as a single isomer was formed exclusively in most of the substrates. 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. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. 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

Total synthesis of (±)-13-epineostenine was written by Tang, Meng;Fan, Chun-An;Zhang, Fu-Min;Tu, Yong-Qiang. And the article was included in Tetrahedron in 2009.Formula: C4H8ClI This article mentions the following:

An efficient total synthesis of (±)-13-epineostenine (I) has been achieved in 15 steps and 17% overall yield. This approach involved the key alkylation/Michael additions of the central 1,4-cyclohexanedione monoethylene acetal and all of the stereocenters on central cyclohexane moiety were generated in highly stereoselectivity. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Formula: C4H8ClI).

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.Formula: C4H8ClI

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

Discovery of Aminoquinazolines as Potent, Orally Bioavailable Inhibitors of Lck: Synthesis, SAR, and in Vivo Anti-Inflammatory Activity was written by DiMauro, Erin F.;Newcomb, John;Nunes, Joseph J.;Bemis, Jean E.;Boucher, Christina;Buchanan, John L.;Buckner, William H.;Cee, Victor J.;Chai, Lilly;Deak, Holly L.;Epstein, Linda F.;Faust, Ted;Gallant, Paul;Geuns-Meyer, Stephanie D.;Gore, Anu;Gu, Yan;Henkle, Brad;Hodous, Brian L.;Hsieh, Faye;Huang, Xin;Kim, Joseph L.;Lee, Josie H.;Martin, Matthew W.;Masse, Craig E.;McGowan, David C.;Metz, Daniela;Mohn, Deanna;Morgenstern, Kurt A.;Oliveira-dos-Santos, Antonio;Patel, Vinod F.;Powers, David;Rose, Paul E.;Schneider, Stephen;Tomlinson, Susan A.;Tudor, Yan-Yan;Turci, Susan M.;Welcher, Andrew A.;White, Ryan D.;Zhao, Huilin;Zhu, Li;Zhu, Xiaotian. And the article was included in Journal of Medicinal Chemistry in 2006.Related Products of 133232-56-1 This article mentions the following:

The lymphocyte-specific kinase (Lck) is a cytoplasmic tyrosine kinase of the Src family expressed in T cells and natural killer (NK) cells. Genetic evidence in both mice and humans demonstrates that Lck kinase activity is critical for signaling mediated by the T cell receptor (TCR), which leads to normal T cell development and activation. Selective inhibition of Lck is expected to offer a new therapy for the treatment of T-cell-mediated autoimmune and inflammatory disease. Screening of our kinase-preferred collection identified aminoquinazoline I as a potent, nonselective inhibitor of Lck and T cell proliferation. In this report, we describe the synthesis and structure-activity relationships of a series of novel aminoquinazolines possessing in vitro mechanism-based potency. Two optimized, orally bioavailable compounds exhibit antiinflammatory activity (ED₅₀ of 22 and 11 mg/kg, resp.) in the anti-CD3-induced production of interleukin-2 (IL-2) in mice. In the experiment, the researchers used many compounds, for example, 3-Iodo-2-methylbenzoic acid (cas: 133232-56-1Related Products of 133232-56-1).

3-Iodo-2-methylbenzoic acid (cas: 133232-56-1) 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.Related Products of 133232-56-1

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

Triarylboron-based fluorescent conjugated microporous polymers was written by Liu, Xiaoming;Zhang, Yuwei;Li, He;A, Sigen;Xia, Hong;Mu, Ying. And the article was included in RSC Advances in 2013.Safety of 1,4-Diiodo-2,3,5,6-tetramethylbenzene This article mentions the following:

Novel triarylboron-based conjugated microporous polymers (BCMPs) were successfully synthesized and characterized, which are insoluble in common organic solvents and water, and can keep stable up to 310 °C under a nitrogen atm. According to the nitrogen physisorption isotherms, the Brunauer-Emmett-Teller sp. surface area values for these porous materials vary between 815 and 911 m² g^-1. Two polymer frameworks display good carbon dioxide uptake capacity at 273 K and 1 bar. These materials might find applications in organic electronics and sensing technologies. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Safety of 1,4-Diiodo-2,3,5,6-tetramethylbenzene).

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

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

Discovery of Small-Molecule Inhibitors Selectively Targeting the DNA-Binding Domain of the Human Androgen Receptor was written by Li, Huifang;Ban, Fuqiang;Dalal, Kush;Leblanc, Eric;Frewin, Kate;Ma, Dennis;Adomat, Hans;Rennie, Paul S.;Cherkasov, Artem. And the article was included in Journal of Medicinal Chemistry in 2014.Quality Control of 4,5-Diiodo-1H-imidazole This article mentions the following:

The human androgen receptor (AR) is considered as a master regulator in the development and progression of prostate cancer (PCa). As resistance to clin. used anti-AR drugs remains a major challenge for the treatment of advanced PCa, there is a pressing need for new anti-AR therapeutic avenues. In this study, we identified a binding site on the DNA binding domain (DBD) of the receptor and utilized virtual screening to discover a set of micromolar hits for the target. Through further exploration of the most potent hit (1), a structural analog (6) was identified demonstrating 10-fold improved anti-AR potency. Further optimization resulted in a more potent synthetic analog (25) with anti-AR potency comparable to a newly FDA-approved drug Enzalutamide. Site-directed mutagenesis demonstrated that the developed inhibitors do interact with the intended target site. Importantly, the AR DBD inhibitors could effectively inhibit the growth of Enzalutamide-resistant cells as well as block the transcriptional activity of constitutively active AR splice variants, such as V7. In the experiment, the researchers used many compounds, for example, 4,5-Diiodo-1H-imidazole (cas: 15813-09-9Quality Control of 4,5-Diiodo-1H-imidazole).

4,5-Diiodo-1H-imidazole (cas: 15813-09-9) 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. 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.Quality Control of 4,5-Diiodo-1H-imidazole

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

Biological activity of various halogenated derivatives of Ioxynil was written by Cooke, A. R.;Hart, R. D.;Achuff, N. E.. And the article was included in Proceedings of the Northeastern Weed Control Conference in 1965.Application of 2314-37-6 This article mentions the following:

Ioxynil (I) is effective for the control of broadleaf weeds and grasses in small grains. The 3,5-dibromo- and 3-bromo- acetates of I and 3,5-dibromo-4-hydroxybenzonitrile acetate are almost as effective. Less active are the 3,5-dichloro, 3-iodo-, 3-bromo-, 3-chloro-, 3,5-dinitro-, and 3-nitro-derivatives of I, p-hydroxybenzonitrile, 3,5-diiodo-4-hydroxybenzamide, 3,5-diiodo-4-hydroxybenzoic acid, 3,5-diiodo-4-hydroxybenzene-sulfonamide, 3,5-diiodo-4-hydroxybenzamide, 3,5-diiodo-4-hydroxybenzaldehyde and its oxime, 3-iodo-p-anisaldehyde, 3,5-dichloro-4-hydroxybenzaldehyde, 3,5-diiodo-4-hydroxyhydrocinnamic acid, p-cyanophenoxyacetic acid, 2,6-dibromo-4-cyanophenoxyacetic acid, 2-chloro-4-cyanophenoxyacetic acid, and 3,-4-diiodosalicylonitrile. In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6Application of 2314-37-6).

3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6) 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.Application of 2314-37-6

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