Month: January 2023

Nickel-Catalyzed Asymmetric Reductive 1,2-Carboamination of Unactivated Alkenes was written by He, Jun;Xue, Yuhang;Han, Bo;Zhang, Chunzhu;Wang, You;Zhu, Shaolin. And the article was included in Angewandte Chemie, International Edition in 2020.Recommanded Product: 4-Bromo-2-iodophenol This article mentions the following:

Starting from diverse alkene-tethered aryl iodides and O-benzoyl-hydroxylamines, the enantioselective reductive cross-electrophilic 1,2-carboamination of unactivated alkenes was achieved using a chiral pyrox/nickel complex as the catalyst. This mild, modular, and practical protocol provides rapid access to a variety of β-chiral amines with an enantioenriched aryl-substituted quaternary carbon center in good yields and with excellent enantioselectivities. This process reveals a complementary regioselectivity when compared to Pd and Cu catalysis. 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. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. 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.Recommanded Product: 4-Bromo-2-iodophenol

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

Synthesis, crystal structure and antibacterial activity of new highly functionalized ionic compounds based on the imidazole nucleus was written by Bahnous, Mebarek;Bouraiou, Abdelmalek;Chelghoum, Meryem;Bouacida, Sofiane;Roisnel, Thierry;Smati, Farida;Bentchouala, Chafia;Gros, Philippe C.;Belfaitah, Ali. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2013.Product Details of 15813-09-9 This article mentions the following:

Several new highly functionalized imidazolium derivatives were synthesized, via appropriate synthetic routes, using imidazole, 1-methylimidazole, and 2-phenyl-1-methylimidazole as key intermediates. The antibacterial activity of the prepared compounds was evaluated against: Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa, and Salmonella thipymurium using disk-diffusion and MIC methods. Crystal X-ray structures are reported for six compounds In the experiment, the researchers used many compounds, for example, 4,5-Diiodo-1H-imidazole (cas: 15813-09-9Product Details of 15813-09-9).

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

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

Copper-Catalyzed direct thioetherification of Alkyl Halides with S-Alkyl Butanethioate as Thiol transfer reagent was written by Tian, Qingqiang;Wang, Lili;Li, Yahui. And the article was included in Journal of Sulfur Chemistry in 2022.COA of Formula: C8H8BrI This article mentions the following:

A new and convenient copper-catalyzed synthesis of alkyl sulfides were accomplished using S-alkyl butanethioate as a thiol source. This catalytic protocol displayed a good functional groups tolerance and high efficiency. Both secondary and primary alkyl iodides were used in this procedure. In addition, this method featured operational simplicity and a wide substrate range, providing a complementary method for alkyl sulfide synthesis without requiring toxic thiols and noble metals. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9COA of Formula: C8H8BrI).

1-Bromo-4-(2-iodoethyl)benzene (cas: 85356-68-9) 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. 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.COA of Formula: C8H8BrI

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

Epiquinamide: A Poison That Wasn’t from a Frog That Was was written by Fitch, Richard W.;Sturgeon, Gordon D.;Patel, Shaun R.;Spande, Thomas F.;Garraffo, H. Martin;Daly, John W.;Blaauw, Richard H.. And the article was included in Journal of Natural Products in 2009.Name: 1-Chloro-4-iodobutane This article mentions the following:

In 2003, we reported the isolation, structure elucidation, and pharmacol. of epiquinamide (1), a novel alkaloid isolated from an Ecuadoran poison frog, Epipedobates tricolor. Since then, several groups, including ours, have undertaken synthetic efforts to produce this compound, which appeared initially to be a novel, β2-selective nicotinic acetylcholine receptor agonist. Based on prior chiral GC anal. of synthetic and natural samples, the absolute structure of this alkaloid was established as (1S,9aS)-1-acetamidoquinolizidine. We have synthesized the (1R*,9aS*)-isomer (epi-epiquinamide) using an iminium ion nitroaldol reaction as the key step. We have also synthesized ent-1 semisynthetically from (-)-lupinine. Synthetic epiquinamide is inactive at nicotinic receptors, in accord with recently published reports. We have determined that the activity initially reported is due to cross-contamination from co-occurring epibatidine in the isolated material. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Name: 1-Chloro-4-iodobutane).

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

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

Palladium-catalyzed difluoromethylthiolation of heteroaryl bromides, iodides, triflates and aryl iodides was written by Wu, Jiang;Liu, Yafei;Lu, Changhui;Shen, Qilong. And the article was included in Chemical Science in 2016.Formula: C6H2ClF3IN This article mentions the following:

Palladium-catalyzed difluoromethylthiolation of heteroaryl halides and triflates under mild conditions was described. A vast range of heteroaryl halides such as pyridyl, quinolinyl, benzothiazolyl, thiophenyl, carbazolyl and pyrazolyl halides could be difluoromethylthiolated efficiently, thus providing medicinal chemists with new tools for their search of new led compounds for drug discovery. Likewise, aryl iodides were difluoromethylthiolated in high yields under a modified reaction condition. In the experiment, the researchers used many compounds, for example, 2-Chloro-5-(trifluoromethyl)-4-iodopyridine (cas: 505084-55-9Formula: C6H2ClF3IN).

2-Chloro-5-(trifluoromethyl)-4-iodopyridine (cas: 505084-55-9) 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.Formula: C6H2ClF3IN

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

Difluorocarbene-Based Cyanation of Aryl Iodides was written by Zhang, Yin-Xiang;Xiao, Xuan;Fu, Zhi-Hong;Lin, Jin-Hong;Guo, Yu;Yao, Xu;Cao, Yu-Cai;Du, Ruo-Bing;Zheng, Xing;Xiao, Ji-Chang. And the article was included in Synlett in 2020.Quality Control of 3-Iodobenzo[b]thiophene This article mentions the following:

Herein, a difluorocarbene-based cyanation of aryl iodides promoted by a cheap copper source, Cu(NO₃)₂·2.5H₂O, under an air atm is reported. Difluoromethylene phosphobetaine (Ph₃P⁺CF₂CO₂^–), an easily available and shelf-stable difluorocarbene reagent, and NaNH₂ are used as the carbon source and the nitrogen source for the nitrile group, resp. The cyanation protocol is attractive because no toxic reagent is used and performing the reactions under an air atm. is operationally convenient. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Quality Control of 3-Iodobenzo[b]thiophene).

3-Iodobenzo[b]thiophene (cas: 36748-88-6) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. 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.Quality Control of 3-Iodobenzo[b]thiophene

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

Neurotropic and psychotropic agents. LXVII. 9-Chloro-10-(4-methylpiperazino)-10,11-dihydrodibenzo[b,f]thiepin and some related synthetic experiments was written by Sindelar, K.;Kakac, B.;Svatek, E.;Holubek, J.;Rajsner, M.;Metysova, J.;Protiva, M.. And the article was included in Collection of Czechoslovak Chemical Communications in 1974.SDS of cas: 13420-63-8 This article mentions the following:

The title compound (I) was prepared in 9 steps from 1-chloro-4-nitrothioxanthone. The decisive step of the synthesis was the oxidation of 1-chloro-9-methylenethioxanthene (II) with Tl(NO3)3 in MeOH; the principal product was the enol-ether III which was hydrolyzed to 9-chlorodibenzo[b,f]thiepin-10(11H)-one (IV). The by-products of the oxidation reaction were 1-chlorodibenzo-[b,f]thiepin-10(11H)-one, bi[1-chloro-11-methoxy-10,11-dihydrodibenzo[b,f]thiepin-10-yl], bi[1-chlorodibenzo[b,f]thiepin-10-yl], and Me 1-chlorothioxanthene-9-carboxylate. IV was transformed to I via 9-chloro-10-hydroxy-10,11-dihydrodibenzo[b,f]-thiepin and 9,10-dichloro-10,11-dihydrodibenzo[b,f]thiepin. An attempt at cyclization of 2-(2-acetamido-5-chlorophenylthio)-phenylacetic acid with H3PO4 acid in the presence of PhMe gave 2-chloro-5H-dibenzo[b,g]-1,4-thiazocin-6(7H)-one (V) and two other products resulting from interaction of the amide group with PhMe, and assumed to be 2-chloro-6-(4-tolyl)-7H-dibenzo-[b,g]-1,4-thiazocine and 6-[1-(4-tolyl)-1-ethylideneamino]-9-chlorodibenzo[b,f]thiepin-10(11H)-one. In the experiment, the researchers used many compounds, for example, 2-Chloro-6-iodobenzoic acid (cas: 13420-63-8SDS of cas: 13420-63-8).

2-Chloro-6-iodobenzoic acid (cas: 13420-63-8) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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.SDS of cas: 13420-63-8

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

Dissecting Porosity in Molecular Crystals: Influence of Geometry, Hydrogen Bonding, and [π···π] Stacking on the Solid-State Packing of Fluorinated Aromatics was written by Hashim, Mohamed I.;Le, Ha T. M.;Chen, Teng-Hao;Chen, Yu-Sheng;Daugulis, Olafs;Hsu, Chia-Wei;Jacobson, Allan J.;Kaveevivitchai, Watchareeya;Liang, Xiao;Makarenko, Tatyana;Miljanic, Ognjen S.;Popovs, Ilja;Tran, Hung Vu;Wang, Xiqu;Wu, Chia-Hua;Wu, Judy I.. And the article was included in Journal of the American Chemical Society in 2018.Electric Literature of C10H12I2 This article mentions the following:

Porous mol. crystals are an emerging class of porous materials that is unique in being built from discrete mols. rather than being polymeric in nature. In this study, we examined the effects of mol. structure of the precursors on the formation of porous solid-state structures with a series of 16 rigid aromatics The majority of these precursors possess pyrazole groups capable of hydrogen bonding, as well as electron-rich aromatics and electron-poor tetrafluorobenzene rings. These precursors were prepared using a combination of Pd- and Cu-catalyzed cross-couplings, careful manipulations of protecting groups on the nitrogen atoms, and solvothermal syntheses. Our study varied the geometry and dimensions of precursors, as well as the presence of groups capable of hydrogen bonding and [π···π] stacking. Thirteen derivatives were crystallog. characterized, and four of them were found to be porous with surface areas between 283 and 1821 m² g^-1. Common to these four porous structures were (a) rigid trigonal geometry, (b) [π···π] stacking of electron-poor tetrafluorobenzenes with electron-rich pyrazoles or tetrazoles, and (c) hydrogen bonding between the terminal heteroaromatic rings. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Electric Literature of C10H12I2).

1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1) 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.Electric Literature of C10H12I2

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

Cationic palladium(II)-catalyzed synthesis of 2-substituted 3-hydroxymethylbenzo[b]furans was written by Wang, Huan;Han, Xiuling;Lu, Xiyan. And the article was included in Synlett in 2011.Electric Literature of C6H4BrIO This article mentions the following:

A tandem reaction involving an intramol. oxypalladation of an alkyne and an addition to the carbonyl group to quench the carbon-palladium bond to complete the catalytic cycle was developed. The reaction of 2-alkynylphenols with aldehydes to prepare substituted 3-(hydroxymethyl)benzofurans in one pot is described. E.g, reaction of 2-(phenylethynyl)phenol and p-nitrobenzaldehyde, catalyzed by [Pd(dppp)(H₂O)₂](BF₄)₂, gave 90% benzofuran (I). The reaction was catalyzed with the cationic palladium(II) species without the necessity of a redox system. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Electric Literature of C6H4BrIO).

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. 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.Electric Literature of C6H4BrIO

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

Synthesis of 4-[3,4-di-(2,3,4-tri)methoxyphenyl]benzo[e]-1,2-oxaphosphorines was written by Aniskin, A. S.;Nemtarev, A. V.;Baranov, D. S.;Vasilevskii, S. F.;Mironov, V. F.. And the article was included in Russian Journal of General Chemistry in 2015.Related Products of 5460-32-2 This article mentions the following:

In this work, the behavior of 2,2,2-trichlorobenzo-1,3,2-dioxaphospholes in the reactions with 3,4-dimethoxy-2,3,4-trimetoxyphenylacetylenes containing several donor substituents was studied with the aim to develop a convenient method for the synthesis of polymethoxylated areno-1,2-oxaphospholes. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Related Products of 5460-32-2).

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. 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.Related Products of 5460-32-2

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