Month: February 2023

Symmetrically halogenated phenols was written by Brenans, P.;Yeu, K.. And the article was included in Compt. rend. in 1931.Recommanded Product: 4-Bromo-2-iodophenol This article mentions the following:

By the interaction of equimol. quantities of Br and 2-iodophenol in AcOH, an almost theoretical yield was obtained of 4-bromo-2-iodophenol (I), m. 71°; acetate, m. 60°; benzoate, m. 90°; Et ether, m. 34°. To confirm the position assigned to the Br atom, I was converted with I in alk. solution into 4,2,6-BrI₂C₆H₂OH, m. 128°; benzoate, m. 124° (C. A. 24, 5289). The addition of 2 mols. of Br to 2-iodophenol in AcOH forms 4,6-dibromo-2-iodophenol, m. 104°, previously prepared by the action of I and alkali on 3,5-dibromosalicylic acid. Equimol. quantities of 2,4-I₂C₆H₃OH and Cl in AcOH gave 6-chloro-2,4-diiodophenol (II), m. 96°; acetate, m. 90°; benzoate, m. 97°; Et ether, m. 68° (C. A. 7, 1706; 21, 3606). II may also be obtained by the use of SOCl₂ as a chlorinating agent. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Recommanded Product: 4-Bromo-2-iodophenol).

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. 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: 4-Bromo-2-iodophenol

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

Discovery of Potent Antiallergic Agents Based on an o-Aminopyridinyl Alkynyl Scaffold was written by Xie, Zhicheng;Xiang, Caigui;Li, Xin;Fan, Chen;Chen, Taiwen;Liu, Moting;Ma, Yanjie;Bai, Fang;Tang, Wei;Hu, Youhong. And the article was included in Journal of Medicinal Chemistry in 2021.Synthetic Route of C8H7IO2 This article mentions the following:

Effective therapeutic agents are highly desired for immune-mediated allergic diseases. Herein, we report the design, synthesis, and structure-activity relationship of an o-aminopyridinyl alkyne series as novel orally bioavailable antiallergic agents, which was identified through phenotypic screening. Compound optimization yielded a highly potent compound 36, which effectively suppressed mast cell degranulation in a dose-dependent manner (IC₅₀, 2.54 nM for RBL-2H3 cells; 48.28 nM for peritoneal mast cells (PMCs)) with a good therapeutic index. It also regulated the activation of FcεRI-mediated downstream signaling proteins in IgE/Ag-stimulated RBL-2H3 cells. In addition, 36 exhibited excellent in vivo pharmacokinetic properties and antiallergic efficacy in both passive systemic anaphylaxis (PSA) and house dust mite (HDM)-induced murine models of pulmonary allergic inflammation. Furthermore, preliminary anal. of the kinases profile identified Src-family kinases as potential targets for 36. Compound 36 may serve as a new valuable lead compound for future antiallergic drug discovery. In the experiment, the researchers used many compounds, for example, 3-Iodo-2-methylbenzoic acid (cas: 133232-56-1Synthetic Route of C8H7IO2).

3-Iodo-2-methylbenzoic acid (cas: 133232-56-1) 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.Synthetic Route of C8H7IO2

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

Metal free ipso iodination of arylboronic acids using CTAB/I₂ in aqueous media: green and regioselective synthesis of aryliodides under mild conditions was written by Tale, Rajesh H.;Toradmal, Gopal K.;Gopula, Venkatesh B.;Rodge, Atish H.;Pawar, Rajendra P.;Patil, Kalpana M.. And the article was included in Tetrahedron Letters in 2015.COA of Formula: C8H9IO2 This article mentions the following:

The metal free and green protocol for the synthesis of aryliodides via ipso iodination of arylboronic acids using mol. iodine in the presence of cetyltrimethyl ammonium bromide (CTAB) in water as green reaction media has been developed. The present protocol is mild and regioselective, and provides the corresponding iodoarenes in good to excellent yields. 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 can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. 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.COA of Formula: C8H9IO2

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

Double functionalization of N-Boc-3-(tosylmethyl)indole exploiting the activating properties of the tosyl group was written by Palmieri, Alessandro;Petrini, Marino;Shaikh, Rafik R.. And the article was included in Synlett in 2008.SDS of cas: 10297-05-9 This article mentions the following:

The anion prepared from N-Boc-3-(tosylmethyl)indole using NaH in DMF can be readily functionalized by reaction with various electrophiles. The obtained sulfonyl indoles, upon removal of the N-protecting group, undergo nucleophilic attack via a vinylogous imino derivative, leading to branched 3-substituted indoles. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9SDS of cas: 10297-05-9).

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

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

Early Process Development of an Irreversible Epidermal Growth Factor Receptor (EGFR) T790 M Inhibitor was written by Tao, Yong;Keene, Nandell F.;Wiglesworth, Kristin E.;Sitter, Barbara;McWilliams, J. Christopher. And the article was included in Organic Process Research & Development in 2019.Synthetic Route of C6H2Cl2IN3 This article mentions the following:

The original synthesis of the irreversible epidermal growth factor receptor (EGFR) T790 M inhibitor 1 (I) was enabled by successful application of ammonium hydroxide to cleanly cleave the N-hydroxymethyl group and by development of high yielding conditions for the subsequent amidation reaction. Furthermore, a protection-free and regioselective new synthetic route was developed that shortened the synthesis from the original 8 steps to 6 steps and improved the overall yield from 5% to 34% on scale. Crystallizations of 1 and intermediates were correspondingly developed to control the quality en route. In the experiment, the researchers used many compounds, for example, 2,4-Dichloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (cas: 1012785-51-1Synthetic Route of C6H2Cl2IN3).

2,4-Dichloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (cas: 1012785-51-1) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. 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.Synthetic Route of C6H2Cl2IN3

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

Iridium-Catalyzed Asymmetric Hydrogenation of 2,3-Diarylallyl Amines with a Threonine-Derived P-Stereogenic Ligand for the Synthesis of Tetrahydroquinolines and Tetrahydroisoquinolines was written by Rojo, Pep;Molinari, Medea;Cabre, Albert;Garcia-Mateos, Clara;Riera, Antoni;Verdaguer, Xavier. And the article was included in Angewandte Chemie, International Edition in 2022.Electric Literature of C8H9IO2 This article mentions the following:

The synthesis of a family of P-stereogenic phosphinooxazoline iridium catalysts from L-threonine Me ester and their use in the asym. hydrogenation of N-Boc-2,3-diarylallyl amines, achieving very high enantioselectivity was reported. Furthermore, the synthetic utility of the 2,3-diarylpropyl amines obtained was demonstrated by their transformation to 3-aryl-tetrahydroquinolines and 4-benzyl-tetrahydroisoquinolines, which had not yet been obtained in an enantioselective manner by direct reduction of the corresponding aromatic heterocycles. This strategy allowed the preparation of these types of alkaloids with the highest enantioselectivity reported up to date. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Electric Literature of C8H9IO2).

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.Electric Literature of C8H9IO2

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

Iodination of aromatic compounds using potassium iodide and hydrogen peroxide was written by Reddy, K. Suresh Kumar;Narender, N.;Rohitha, C. N.;Kulkarni, S. J.. And the article was included in Synthetic Communications in 2008.Name: 4-Bromo-2-iodophenol This article mentions the following:

A simple, efficient, regioselective, and eco-friendly method for oxy-iodination of aromatic compounds is presented. In this method, the electrophilic substitutions of iodine generated in situ from KI as an iodine source and H₂O₂ as an O source were employed without any catalyst/mineral acid. 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. 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.Name: 4-Bromo-2-iodophenol

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

Rhodium-Catalyzed Intermolecular C-H Silylation of Arenes with High Steric Regiocontrol was written by Cheng, Chen;Hartwig, John F.. And the article was included in Science (Washington, DC, United States) in 2014.Safety of 4-Iodo-1,2-dimethoxybenzene This article mentions the following:

Regioselective C-H functionalization of arenes has widespread applications in synthetic chem. The regioselectivity of these reactions is often controlled by directing groups or steric hindrance ortho to a potential reaction site. Here, authors report a catalytic intermol. C-H silylation of unactivated arenes that manifests very high regioselectivity through steric effects of substituents meta to a potential site of reactivity. The silyl moiety can be further functionalized under mild conditions but is also inert toward many common organic transformations, rendering the silylarene products useful building blocks. The remote steric effect that we observe results from the steric properties of both the rhodium catalyst and the silane. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Safety of 4-Iodo-1,2-dimethoxybenzene).

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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Safety of 4-Iodo-1,2-dimethoxybenzene

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

[Ni(NHC)]-Catalyzed Cycloaddition of Diynes and Tropone: Apparent Enone Cycloaddition Involving an 8π Insertion was written by Kumar, Puneet;Thakur, Ashish;Hong, Xin;Houk, K. N.;Louie, Janis. And the article was included in Journal of the American Chemical Society in 2014.Recommanded Product: 5460-32-2 This article mentions the following:

A Ni/N-heterocyclic carbene catalyst couples diynes to the C(α)-C(β) double bond of tropone, a type of reaction that is unprecedented for metal-catalyzed cycloadditions with aromatic tropone. Many different diynes were efficiently coupled to afford [5-6-7] fused tricyclic products, e.g., I, while [5-7-6] fused tricyclic compounds, e.g., II, were obtained as minor byproducts in a few cases. The reaction has broad substrate scope and tolerates a wide range of functional groups, and excellent regioselectivity is found with unsym. diynes. Theor. calculations show that the apparent enone cycloaddition occurs through a distinctive 8π insertion of tropone. The initial intramol. oxidative cyclization of diyne produces the nickelacyclopentadiene intermediate. This intermediate undergoes an 8π insertion of tropone, and subsequent reductive elimination generates the [5-6-7] fused tricyclic product. This initial product undergoes two competing isomerizations, leading to the observed [5-6-7] and [5-7-6] fused tricyclic products. 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. 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. 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: 5460-32-2

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

Hard acid and soft nucleophile systems. 8. Reductive dehalogenation of o- and p-halophenols and their derivatives was written by Node, Manabu;Kawabata, Takeo;Ohta, Keiichiro;Fujimoto, Mayumi;Fujita, Eiichi;Fuji, Kaoru. And the article was included in Journal of Organic Chemistry in 1984.Reference of 2314-37-6 This article mentions the following:

Treatment of o– or p-halophenols and their derivatives with the AlCl₃-EtSH system provides a dehalogenated product in 85-98% yield. In an example, 2-BrC₆H₄OMe at room temperature in CH₂Cl₂ containing 2.5 mol equiv AlCl₃ and EtSH gave 95% PhOH in 1.5 h. Cl and F cannot be removed by this system. Electron-withdrawing groups retard the reaction rate. The method was used for dehalogenation of halonaphthols and polyhalophenols. 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. 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.Reference of 2314-37-6

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