Month: January 2023

Controllable synthesis of pyrido[2,3-b]indol-4-ones or indolo[3,2-b]quinolines via formal intramolecular C(sp²)-H functionalization was written by Song, Bo;Wang, Mengdan;Xu, Murong;Kong, Lingkai;Xie, Huihui;Wang, Chengyu;Li, Yanzhong. And the article was included in Organic & Biomolecular Chemistry in 2019.Application In Synthesis of 4-Chloro-2-iodo-1-nitrobenzene This article mentions the following:

A novel Fe-catalyzed protocol for the controllable synthesis of pyrido[2,3-b]indol-4-ones or indolo[3,2-b]quinolines was developed by using indole-2-carboxylic derivatives as starting materials. Indole-2-carboxenamines were transformed into pyrido[2,3-b]indol-4-ones through intramol. N-H/C-H coupling, in which a carbonyl 1,2-migration was involved. Whereas, when indole-2-carboxarylamines were employed, indolo[3,2-b]quinolones were produced through direct N-H/C-H coupling. The desired products were obtained under mild reaction conditions in moderate to good yields with wide substrate scope. The natural product quindolinone was conveniently prepared by this reaction. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1Application In Synthesis of 4-Chloro-2-iodo-1-nitrobenzene).

4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1) 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 4-Chloro-2-iodo-1-nitrobenzene

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

Radical Hydrodeiodination of Aryl, Alkenyl, Alkynyl and Alkyl Iodides with an Alcoholate as Organic Chain Reductant through Electron Catalysis was written by Dewanji, Abhishek;Mueck-Lichtenfeld, Christian;Studer, Armido. And the article was included in Angewandte Chemie, International Edition in 2016.HPLC of Formula: 77350-52-8 This article mentions the following:

A simple and efficient method for radical hydrodeiodination is reported. The novel approach uses electron catalysis. In situ generated Na-alcoholates are introduced as radical chain reducing reagents and reactions work with O₂ as cheap initiator. Hydrodeiodination works on aryl, alkenyl, alkynyl iodides and a tert-alkyl iodide also gets reduced applying the method. Albeit less general, the method is also applicable to the reduction of aryl bromides. The novel reagent is successfully used to conduct typical reductive radical cyclization reactions and mechanistic studies are reported. In the experiment, the researchers used many compounds, for example, N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8HPLC of Formula: 77350-52-8).

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

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

A novel Apigenin derivative suppresses renal cell carcinoma via directly inhibiting wild-type and mutant MET was written by Li, Jing;Tan, Guishan;Cai, Yabo;Liu, Ruihuan;Xiong, Xiaolin;Gu, Baohua;He, Wei;Liu, Bing;Ren, Qingyun;Wu, Jianping;Chi, Bo;Zhang, Hang;Zhao, Yanzhong;Xu, Yangrui;Zou, Zhenxing;Kang, Fenghua;Xu, Kangping. And the article was included in Biochemical Pharmacology (Amsterdam, Netherlands) in 2021.Reference of 2314-37-6 This article mentions the following:

MET, the receptor of hepatocyte growth factor (HGF), is a driving factor in renal cell carcinoma (RCC) and also a proven drug target for cancer treatment. To improve the activity and to investigate the mechanisms of action of Apigenin (APG), novel derivatives of APG with improved properties were synthesized and their activities against Caki-1 human renal cancer cell line were evaluated. It was found that compound 15e exhibited excellent potency against the growth of multiple RCC cell lines including Caki-1, Caki-2 and ACHN and is superior to APG and Crizotinib. Subsequent investigations demonstrated that compound 15e can inhibit Caki-1 cell proliferation, migration and invasion. Mechanistically, 15e directly targeted the MET kinase domain, decreased its auto-phosphorylation at Y1234/Y1235 and inhibited its kinase activity and downstream signaling. Importantly, 15e had inhibitory activity against mutant MET V1238I and Y1248H which were resistant to approved MET inhibitors Cabozantinib, Crizotinib or Capmatinib. In vivo tumor graft study confirmed that 15e repressed RCC growth through inhibition of MET activation. These results indicate that compound 15e has the potential to be developed as a treatment for RCC, and especially against drug-resistant MET mutations. In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6Reference of 2314-37-6).

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

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

Functional Group Tolerant Kumada-Corriu-Tamao Coupling of Nonactivated Alkyl Halides with Aryl and Heteroaryl Nucleophiles: Catalysis by a Nickel Pincer Complex Permits the Coupling of Functionalized Grignard Reagents was written by Vechorkin, Oleg;Proust, Valerie;Hu, Xile. And the article was included in Journal of the American Chemical Society in 2009.Application In Synthesis of N,N-Diethyl-4-iodobenzamide This article mentions the following:

A nickel(II) pincer complex [(^MeNN₂)NiCl] (I) [^MeNN₂ = di(2-dimethylaminophenyl)amine] catalyzes Kumada-Corriu-Tamao cross-coupling of nonactivated alkyl halides with aryl and heteroaryl Grignard reagents. The coupling of octyl bromide with phenylmagnesium chloride was used as a test reaction. Using 3 mol % of I as the precatalyst and THF as the solvent, and in the presence of a catalytic amount of TMEDA, the coupling product was obtained in a high yield. The reaction conditions could be applied to cross coupling of other primary and secondary alkyl bromides and iodides. The coupling is tolerant to a wide range of functional groups. Therefore, alkyl halides containing ester, amide, ether, thioether, alc., pyrrole, indole, furan, nitrile, conjugated enone, and aryl halide moieties were coupled to give high isolated yields of products in which these units stay intact. For the coupling of ester-containing substrates, O-TMEDA is a better additive than TMEDA. The reaction protocol proves to be efficient for the coupling of Knochel-type functionalized Grignard reagents. Thus, aryl Grignard reagents containing electron-deficient and/or sensitive ester, nitrile, amide, and CF₃ substituents could be successfully coupled to nonactivated and functionalized alkyl iodides. The catalysis is also efficient for the coupling of alkyl iodides with functionalized heteroaryl Grignard reagents, giving rise to pyridine-, thiophene-, pyrazole-, furan-containing mols. with addnl. functionalities. Concerning the mechanism of the catalysis, [(^MeNN₂)Ni-(hetero)Ar] was identified as an intermediate, and the activation of alkyl halides was found to take place through a radical-rebound process. In the experiment, the researchers used many compounds, for example, N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8Application In Synthesis of N,N-Diethyl-4-iodobenzamide).

N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. 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 In Synthesis of N,N-Diethyl-4-iodobenzamide

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

Electrochemistry and Near-infrared Electrochromism of Electropolymerized Polydithiophenes with β, β^‘-Positions Bridged by Carbonyl or Dicarbonyl Substitute was written by Liu, Wei;Gu, Chuantao;Wang, Jiuxing;Sun, Mingliang;Yang, Renqiang. And the article was included in Electrochimica Acta in 2014.Electric Literature of C9H4I2OS2 This article mentions the following:

The β, β’-positions carbonyl or dicarbonyl bridged dithiophenes were prepared and electrochem. polymerized into corresponding polymers, polycyclopenta[2,1-b;3,4-b’]dithiophen-4-one (PCDK) or polybenzo[1,2-b:6,5-b’]dithiophene-4,5-dione (PCD2K), in B trifluoride di-Et etherate based electrolyte. Potentiostatic and potentiodynamic methods confirmed that the PCDK and PCD2K films can be successfully electrodeposited in high quality with comparable intermol. spacings at âˆ?.1 Å-3.2 Å. The mass changes and ion transport of the two polymers during redox processes were studied by electrochem. quartz crystal microbalance and in situ spectroelectrochem. methods, to study the formation of the two polymers. In situ UV-visible spectroscopy evidenced the PCDK and PCD2K evolved into polarons in the near IR region under applied potentials. Electrochromic behaviors showed that the PCDK film appeared reddish brown in neutral state and cyan or green in oxidized state while the PCD2K showed green to dark green from neutral to oxidized states. Potential switching between oxidized and neutral states of the two films revealed that maxima transmittance changes were 38.23% and 36.64% for the PCDK and PCD2K. Thermal degradation of the two polymers showed their robust stability that allows for the application in a wide temperature scale. In the experiment, the researchers used many compounds, for example, Bis(2-iodothiophen-3-yl)methanone (cas: 474416-61-0Electric Literature of C9H4I2OS2).

Bis(2-iodothiophen-3-yl)methanone (cas: 474416-61-0) 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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Electric Literature of C9H4I2OS2

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

Inhibitors to Overcome Secondary Mutations in the Stem Cell Factor Receptor KIT was written by Kaitsiotou, Helena;Keul, Marina;Hardick, Julia;Muehlenberg, Thomas;Ketzer, Julia;Ehrt, Christiane;Kruell, Jasmin;Medda, Federico;Koch, Oliver;Giordanetto, Fabrizio;Bauer, Sebastian;Rauh, Daniel. And the article was included in Journal of Medicinal Chemistry in 2017.Recommanded Product: 133232-56-1 This article mentions the following:

In modern cancer therapy, the use of small organic mols. against receptor tyrosine kinases (RTKs) has been shown to be a valuable strategy. The association of cancer cells with dysregulated signaling pathways linked to RTKs represents a key element in targeted cancer therapies. The tyrosine kinase mast/stem cell growth factor receptor KIT is an example of a clin. relevant RTK. KIT is targeted for cancer therapy in gastrointestinal stromal tumors (GISTs) and chronic myelogenous leukemia (CML). However, acquired resistance mutations within the catalytic domain decrease the efficacy of this strategy and are the most common cause of failed therapy. Here, we present the structure-based design and synthesis of novel type II kinase inhibitors to overcome these mutations in KIT. Biochem. and cellular studies revealed promising mols. for the inhibition of mutated KIT. In the experiment, the researchers used many compounds, for example, 3-Iodo-2-methylbenzoic acid (cas: 133232-56-1Recommanded Product: 133232-56-1).

3-Iodo-2-methylbenzoic acid (cas: 133232-56-1) 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.Recommanded Product: 133232-56-1

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

Palladium-Catalyzed Environmentally Benign Acylation was written by Suchand, Basuli;Satyanarayana, Gedu. And the article was included in Journal of Organic Chemistry in 2016.Recommanded Product: 4-Iodo-1,2-dimethoxybenzene This article mentions the following:

Recent trends in research have gained an orientation toward developing efficient strategies using innocuous reagents. The earlier reported transition-metal-catalyzed carbonylations involved either toxic carbon monoxide (CO) gas as carbonylating agent or functional-group-assisted ortho sp² C-H activation (i.e., ortho acylation) or carbonylation by activation of the carbonyl group (i.e., via the formation of enamines). Contradicting these methods, here we describe an environmentally benign process, [Pd]-catalyzed direct carbonylation starting from simple and com. available iodo arenes and aldehydes, for the synthesis of a wide variety of ketones. Moreover, this method comprises direct coupling of iodoarenes with aldehydes without activation of the carbonyl and also without directing group assistance. Significantly, the strategy was successfully applied to the synthesis n-butylphthalide and pitofenone. 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. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. 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

Biomimetic Carbene Cascades Enabled Imine Derivative Migration from Carbene-Bearing Thiocarbamates was written by Li, Xue;Chen, Haohua;Xuan, Qingqing;Mai, Shaoyu;Lan, Yu;Song, Qiuling. And the article was included in Organic Letters in 2021.Reference of 207115-22-8 This article mentions the following:

Herein, the carbene-triggered cascades was disclosed for the synthesis of 2-aminobenzofuran derivatives from N-sulfonyl-1,2,3-triazoles or benzothioazole-bearing thiocarbamates, which represents an unprecedented imine derivative migration process. Furthermore, the desulfurizing reagent-free Barton-Kellogg-type reactions starting from N-sulfonyl-1,2,3-triazoles have also been achieved for the first time, and elemental sulfur is confirmed as a byproduct during this transformation. Both exptl. data and DFT calculations further thoroughly explained the unique reactivity. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Reference of 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. 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 207115-22-8

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

Nitration of mixed m-dihalogenobenzenes was written by Mayes, H. A.;Turner, E. E.. And the article was included in Journal of the Chemical Society in 1928.Product Details of 160938-18-1 This article mentions the following:

1-Chloro-3-iodo-6-nitrobenzene (I), m. 63°; 1-Br derivative (II), m. 76-6.5°; 1-bromo-3-iodo-4,6-dinitrobenzene, m. 125-7°. F.-p. curves are given for 3,6-Br(O₂N)C₆H₃Cl (III) and the 4-NO₂ derivative (IV); for I and the 4-NO₂ derivative(V); and for II and the 4-NO₂ derivative (VI). Nitration of m-ClC₆H₄Br gives 37% III and 61.9% IV, with probably 1% of the 2-NO₂ derivative; of m-ClC₆H₄I, 35.2% I and 62.9% V, with probably 2% of the 2-NO₂ derivative; of m-BrC₆H₄I 51.6% II and 45.6% VI, with probably 3% of the 2-NO₂ derivative The nitrations were carried out with HNO₃ of d. 1.5 at -5°. 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. 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 160938-18-1

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

Stereospecific Ni-Catalyzed Cross-Coupling of Potassium Alkenyltrifluoroborates with Alkyl Halides was written by Molander, Gary A.;Argintaru, O. Andreea. And the article was included in Organic Letters in 2014.Computed Properties of C4H8ClI This article mentions the following:

A general method for the alkenylation of alkyl electrophiles using nearly stoichiometric amounts of the air- and moisture-stable potassium organotrifluoroborates has been developed. Various functional groups were tolerated on both the nucleophilic and electrophilic partner. Reactions of highly substituted E- and Z-alkenyltrifluoroborates, as well as vinyl- and propenyltrifluoroborates, were successful, and no loss of stereochem. or regiochem. was observed In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Computed Properties of C4H8ClI).

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.Computed Properties of C4H8ClI

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