Month: January 2023

Electrochemical Fluorination of Vinyl Boronates through Donor-Stabilized Vinyl Carbocation Intermediates was written by Wigman, Benjamin;Lee, Woojin;Wei, Wenjing;Houk, Kendall N.;Nelson, Hosea M.. And the article was included in Angewandte Chemie, International Edition in 2022.Recommanded Product: 5460-32-2 This article mentions the following:

The electrochem. generation of vinyl carbocations RC(F)=C(R¹)R² (R = 4-methoxyphenyl, thiophen-2-yl, 2,2-dimethyl-2H-1,3-benzodioxol-5-yl, etc.; R¹ = R² = n-Bu, 4-methoxyphenyl; R¹R² = -(CH₂)₄-, -(CH₂)₅-) from alkenyl boronic esters and boronates RC(Bpin)=C(R¹)R² is reported. Using easy-to-handle nucleophilic fluoride reagents, these intermediates are trapped to form fully substituted vinyl fluorides. Mechanistic studies support the formation of dicoordinated carbocations through sequential single-electron oxidation events. Notably, this electrochem. fluorination features fast reaction times and Lewis acid-free conditions. This transformation provides a complementary method to access vinyl fluorides with simple fluoride salts such as TBAF. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Recommanded Product: 5460-32-2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) 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.Recommanded Product: 5460-32-2

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

Total syntheses of the meta,meta-bridged biphenyls (±)-myricanol and myricanone, and of an isomeric biphenyl ether, a 14-oxa[7,1]metaparacyclophane was written by Whiting, Donald A.;Wood, Andrew F.. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) in 1980.Computed Properties of C8H7IO2 This article mentions the following:

Intramol. reductive coupling with (Ph₃P)₄Ni of the bisiodides I (R = R³ = iodo, R¹ = H, R² = OAc; R = R³ = iodo, R¹R² = O), derived from the phenols I (R = R¹ = R³ = H, R² = OH; R = R³ = H, R¹R² = O) gave the meta,meta-bridged biphenyls myricanone (II; R = R¹ = H, R² = OH) and (±)-myricanol (II; R = R¹ = H, R² = OH), resp., in low yields. The bridged biphenyls II (R = Me, R¹R² = O; R = Me, R¹ = H, R² = OH) were similarly prepared Irradiation at 254 nm of the bromides I (R = Br, R¹ = R³ = H, R² = OAc; R = Br, R¹R² = O, R³ = H) also induced aryl-aryl coupling to form the bridged biphenyls II (R = PhCH₂, R¹ = H, R² = OH; R = PhCH₂, R¹R² = O), resp. In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6Computed Properties of C8H7IO2).

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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Computed Properties of C8H7IO2

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

Copper(I)-Catalyzed Asymmetric Alkylation of Unsymmetrical Secondary Phosphines was written by Zhang, Shuai;Xiao, Jun-Zhao;Li, Yan-Bo;Shi, Chang-Yun;Yin, Liang. And the article was included in Journal of the American Chemical Society in 2021.Formula: C4H8ClI This article mentions the following:

A Cu(I)-catalyzed asym. alkylation of HPAr¹Ar² with alkyl halides is uncovered, which provides an array of P-stereogenic phosphines in generally high yield and enantioselectivity. The electrophilic alkyl halides enjoy a broad substrate scope, including allyl bromides, propargyl bromide, benzyl bromides, and alkyl iodides. Also, 11 unsym. diarylphosphines (HPAr¹Ar²) serve as competent pronucleophiles. The present methodol. is also successfully applied to catalytic asym. double and triple alkylation, and the corresponding products were obtained in moderate diastereo- and excellent enantioselectivities. Some ³¹P NMR experiments indicate that bulky HPPhMes exhibits weak competitively coordinating ability to the Cu(I)-bisphosphine complex, and thus the presence of stoichiometric HPAr¹Ar² does not affect the enantioselectivity significantly. Therefore, the high enantioselectivity in this reaction is attributed to the high performance of the unique Cu(I)-(R,R_P)-TANIAPHOS complex in asym. induction. Finally, one monophosphine and two bisphosphines prepared by the present reaction are employed as efficient chiral ligands to afford three structurally diversified Cu(I) complexes, which demonstrates the synthetic utility of the present methodol. 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

Small organic molecules with tailored structures: initiators in the transition-metal-free C-H arylation of unactivated arenes was written by Liu, Zhenghui;Wang, Peng;Chen, Yu;Yan, Zhenzhong;Chen, Suqing;Chen, Wenjun;Mu, Tiancheng. And the article was included in RSC Advances in 2020.Recommanded Product: 22918-03-2 This article mentions the following:

In this article, an optimized catalytically active mol., (2-(methylamino)phenyl)methanol, was designed. A broad range of aryl iodides RI (R = 2-fluorophenyl, thiophen-3-yl, pyridin-4-yl, etc.) could be converted into the corresponding arylated products RR¹ (R¹ = Ph, 4-methylphenyl) at 100°C over 24 h with good to excellent yields. Mechanistic experiments verified that radicals participated in this catalytic transformation and that the cleavage of the aromatic C-H bond was not the rate determining step. A K⁺ capture experiment by 18-crown-6 emphasized the significance of the cation species of the strong base. Fourier transform IR spectroscopy proved that the catalytic system was activated by the hydrogen bonds between small organic mols. and ^tBuOK. Also, a clear mechanism was proposed. This transition-metal-free method affords a promising system for efficient and inexpensive synthesis of biaryls via a user-friendly approach, as confirmed by scale-up experiments In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodopyridine (cas: 22918-03-2Recommanded Product: 22918-03-2).

4-Chloro-2-iodopyridine (cas: 22918-03-2) 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. 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: 22918-03-2

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

A reusable palladium/cationic 2,2′-bipyridyl system-catalyzed double Mizoroki-Heck reaction in water was written by Chen, Yu-Chi;Wu, Chien-Chi;Liao, Wei-Ting;Liu, Ling-Jun;Tsai, Fu-Yu. And the article was included in Catalysts in 2017.Product Details of 5460-32-2 This article mentions the following:

A reusable PdCl₂(NH₃)₂/cationic 2,2′-bipyridyl system was used to catalyze the double Mizoroki-Heck reaction of aryl iodides with electron-deficient alkenes in water in the absence of inert gas, giving U+03B2,U+03B2-diarylated carbonyl derivatives in good to excellent yields. The formation of unsym. U+03B2,U+03B2-diarylated alkenes were also studied by coupling aryl iodides with the corresponding aryl-substituted U+03B1,U+03B2-unsaturated carbonyl compounds This water-soluble catalyst can be swiftly separated from the organic layer using simple extraction for the further reuse, and, thus, makes it an operationally-simple and environmentally-benign procedure. 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. 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.Product Details of 5460-32-2

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

Development and preclinical evaluation of new ¹²⁴I-folate conjugates for PET imaging of folate receptor-positive tumors was written by AlJammaz, I.;Al-Otaibi, B.;Al-Rumayan, F.;Al-Yanbawi, S.;Amer, S.;Okarvi, S. M.. And the article was included in Nuclear Medicine and Biology in 2014.Related Products of 58481-10-0 This article mentions the following:

In an attempt to develop new folate radiotracers with favorable biochem. properties for detecting folate receptor-pos. cancers, we have synthesized [¹²⁴I]-SIB- and [¹²⁴I]-SIP-folate conjugates using a straightforward and two-step simple reactions. Radiochem. yields for [¹²⁴I]-SIB- and [¹²⁴I]-SIP-folate conjugates were greater than 90 and 60% resp., with total synthesis time of 30-40 min. Radiochem. purities were always greater than 98% without HPLC purification These synthetic approaches hold considerable promise as rapid and simple method for ¹²⁴I-folate conjugate preparation with high radiochem. yield in short synthesis time. In vitro tests on KB cell line showed that the significant amounts of the radioconjugates were associated with cell fractions. In vivo characterization in normal Balb/c mice revealed rapid blood clearance of these radioconjugates and favorable biodistribution profile for [¹²⁴I]-SIP-folate conjugate over [¹²⁴I]-SIB-folate conjugate. Biodistribution studies of [¹²⁴I]-SIP-folate conjugate in nude mice bearing human KB cell line xenografts, demonstrated significant tumor uptake. The uptake in the tumors was blocked by excess injection of folic acid, suggesting a receptor-mediated process. These results demonstrate that [¹²⁴I]-SIP-folate conjugate may be useful as a mol. probe for detecting and staging of folate receptor-pos. cancers, such as ovarian cancer and their metastasis as well as monitoring tumor response to treatment. In the experiment, the researchers used many compounds, for example, 2-Iodopyridine-4-carboxylic acid (cas: 58481-10-0Related Products of 58481-10-0).

2-Iodopyridine-4-carboxylic acid (cas: 58481-10-0) 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. 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.Related Products of 58481-10-0

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

Discovery of RO7185876, a Highly Potent γ-Secretase Modulator (GSM) as a Potential Treatment for Alzheimer′s Disease was written by Ratni, Hasane;Alker, Andre;Bartels, Bjoern;Bissantz, Caterina;Chen, Weichun;Gerlach, Irene;Limberg, Anja;Lu, Mingqiu;Neidhart, Werner;Pichereau, Solen;Reutlinger, Michael;Rodriguez-Sarmiento, Rosa-Maria;Jakob-Roetne, Roland;Schmitt, Georg;Zhang, Eric;Baumann, Karlheinz. And the article was included in ACS Medicinal Chemistry Letters in 2020.Safety of 1-Chloro-4-iodobutane This article mentions the following:

γ-Secretase (GS) is a key target for the potential treatment of Alzheimer′s disease. While inhibiting GS led to serious side effects, its modulation holds a lot of potential to deliver a safe treatment. Herein, we report the discovery of a potent and selective gamma secretase modulator (GSM) (S)-3 (RO7185876), belonging to a novel chem. class, the triazolo-azepines. This compound demonstrates an excellent in vitro and in vivo DMPK profile. Furthermore, based on its in vivo efficacy in a pharmacodynamic mouse model and the outcome of the dose range finding (DRF) toxicol. studies in two species, this compound was selected to undergo entry in human enabling studies (e.g., GLP toxicol. and scale up activities). In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Safety of 1-Chloro-4-iodobutane).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. 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.Safety of 1-Chloro-4-iodobutane

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

Rosuvastatin based novel 3-substituted isocoumarins / 3-alkylidenephthalides: Ultrasound assisted synthesis and identification of new anticancer agents was written by Kumar, Jetta Sandeep;Thirupataiah, B.;Medishetti, Raghavender;Ray, Aramita;Bele, Shilpak Dilip;Hossain, Kazi Amirul;Reddy, Gangireddy Sujeevan;Edwin, Rebecca Kristina;Joseph, Alex;Kumar, Nitesh;Shenoy, Gautham G.;Rao, C. Mallikarjuna;Pal, Manojit. And the article was included in European Journal of Medicinal Chemistry in 2020.Related Products of 123278-03-5 This article mentions the following:

A new class of 3-substituted isocoumarin/3-alkylidenephthalide based novel small mols. derived from rosuvastatin were designed and synthesized via the ultrasound assisted Cu-mediated coupling-cyclization in a single pot with remarkable regioselectivity. The phthalides were generally obtained at lower temperature whereas the use of elevated temperature afforded isocoumarins. Two compounds e.g. I and II showed promising cytotoxic effects when tested against HCT 116, HepG2 and PA-1 cell lines at 10μM. Indeed, II was found to be a potent cytotoxic agent (IC₅₀ ∼ 0.76-4.51μM). Both I and II were tested for their effects on PANC-1 cells. Considerable decrease in p-Akt substrates shown by II and I at 50μM (western blot anal.) indicated their ability to inhibit p-Akt signal transduction pathway and arresting growth of PANC-1 cells in vitro. This was further supported by the cytotoxic effect of II on PANC-1 cells (MTT assay) that was better than rosuvastatin. While none of I and II showed any significant effect on non-cancerous HEK cell line (indicating their potential selectivity towards cancer cells) these compounds were further evaluated for their toxicities in Zebrafish embryo. The NOAEL (No Observed Adverse Effect Level) for teratogenicity, hepatotoxicity and cardiotoxicity was found to be 100μM for both compound Thus, II as a novel and potent but safer cytotoxic agent with potential to treat colorectal/ovarian and pancreatic cancer is of further medicinal interest. In the experiment, the researchers used many compounds, for example, 3-Chloro-2-iodobenzoic acid (cas: 123278-03-5Related Products of 123278-03-5).

3-Chloro-2-iodobenzoic acid (cas: 123278-03-5) 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.Related Products of 123278-03-5

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

Preparation of 5-heteroaryl substituted 1-(4-fluorophenyl)-1H-indoles via palladium-catalyzed Negishi and Stille cross-coupling reactions was written by Balle, Thomas;Andersen, Kim;Vedso, Per. And the article was included in Synthesis in 2002.Recommanded Product: 5-Iodo-1-methyl-1H-pyrazole This article mentions the following:

Palladium-catalyzed Negishi cross-coupling of 1-(4-fluorophenyl)indol-5-ylzinc chloride with N-methyl-halopyrazoles, bromopyridines and bromopyrimidines in gram scale gave the corresponding cross-coupled products in 38-85% yield. In the experiment, the researchers used many compounds, for example, 5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5Recommanded Product: 5-Iodo-1-methyl-1H-pyrazole).

5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5) 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-Iodo-1-methyl-1H-pyrazole

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

B-Ring-Modified isoCombretastatin A-4 Analogues Endowed with Interesting Anticancer Activities was written by Hamze, Abdallah;Rasolofonjatovo, Evelia;Provot, Olivier;Mousset, Celine;Veau, Damien;Rodrigo, Jordi;Bignon, Jerome;Liu, Jian-Miao;Wdzieczak-Bakala, Joanna;Thoret, Sylviane;Dubois, Joelle;Brion, Jean-Daniel;Alami, Mouad. And the article was included in ChemMedChem in 2011.Category: iodides-buliding-blocks This article mentions the following:

A novel class of isocombretastatin A-4 (isoCA-4) analogs with modifications at the 3′-position of the B-ring by replacement with C-linked substituents was studied. Exploration of the structure-activity relationships of theses analogs led to the identification of several compounds that exhibit excellent antiproliferative activities in the nanomolar concentration range against H1299, MDA-MB231, HCT116, and K562 cancer cell lines; they also inhibit tubulin polymerization with potency similar to that of isoCA-4. 1,1-Diarylethylenes 8 and 17, resp. with (E)-propen-3-ol and propyn-3-ol substituents at the 3′-position of the B-ring, proved to be the most active in this series. Both compounds led to the arrest of various cancer cell lines at the G₂/M phase of the cell cycle and strongly induced apoptosis. Docking of compounds 8 and 17 in the colchicine binding site indicated that their C3′ substituents guide the positioning of the B-ring in a manner different from that observed for isoCA-4. In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6Category: iodides-buliding-blocks).

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. 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.Category: iodides-buliding-blocks

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