Tag: 200-300

Palladium-Catalyzed Hydroalkylation of Alkynes with Cyclopropanols: Access to γ,δ-Unsaturated Ketones was written by Liu, Hao;Fu, Zhiyuan;Gao, Shang;Huang, Yue;Lin, Aijun;Yao, Hequan. And the article was included in Advanced Synthesis & Catalysis in 2018.Product Details of 5460-32-2 This article mentions the following:

A palladium-catalyzed hydroalkylation of alkynes with cyclopropanols has been developed. This reaction provided a straightforward way to the synthesis of γ,δ-unsaturated ketones in moderate to good yields, exhibiting high atom economy and Z/E selectivity. Deuterated tri-substituted alkenes could also be expediently produced by using deuterium oxide as a co-solvent. 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. 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.Product Details of 5460-32-2

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

Discovery of pyrazolo[1,5-a]pyrimidine-based Pim inhibitors: A template-based approach was written by Dwyer, Michael P.;Keertikar, Kartik;Paruch, Kamil;Alvarez, Carmen;Labroli, Marc;Poker, Cory;Fischmann, Thierry O.;Mayer-Ezell, Rosemary;Bond, Richard;Wang, Yan;Azevedo, Rita;Guzi, Timothy J.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2013.Quality Control of 5-Chloro-3-iodopyrazolo[1,5-a]pyrimidine This article mentions the following:

The synthesis and hit-to-lead SAR development from a pyrazolo[1,5-a]pyrimidine-derived hit to the identification of a series of potent, pan-Pim inhibitors such as I are described. In the experiment, the researchers used many compounds, for example, 5-Chloro-3-iodopyrazolo[1,5-a]pyrimidine (cas: 923595-58-8Quality Control of 5-Chloro-3-iodopyrazolo[1,5-a]pyrimidine).

5-Chloro-3-iodopyrazolo[1,5-a]pyrimidine (cas: 923595-58-8) 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. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Quality Control of 5-Chloro-3-iodopyrazolo[1,5-a]pyrimidine

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

Palladium-catalyzed Catellani-type couplings using methylating reagents for the synthesis of highly substituted ortho-methyl-arenes and heteroarenes was written by Wilson, Jonathan E.. And the article was included in Tetrahedron Letters in 2016.Product Details of 153034-88-9 This article mentions the following:

The incorporation of a Me group into a small mol. can have a profound impact on its biol. activity, pharmacokinetic profile, and phys. properties. As part of an ongoing effort to develop novel methods for methylation of small mol. drug candidates, a three-component coupling of aryl iodides, O-benzoylamines, and methylboronic acid that proceeds via a Catellani-type mechanism has been developed. The methodol. allows for the ortho-amination/ipso-methylation of aryl- and heteroaryl iodides with a wide variety of cyclic O-benzoylamines including pyrrolidines, piperidines, piperazines, morpholines, azepines, diazepines, and azocanes in a single step. A preliminary result for an ortho-methylation/ipso-olefination Catellani-type three component-coupling reaction is also described. In the experiment, the researchers used many compounds, for example, 2-Chloro-4-iodo-3-methylpyridine (cas: 153034-88-9Product Details of 153034-88-9).

2-Chloro-4-iodo-3-methylpyridine (cas: 153034-88-9) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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.Product Details of 153034-88-9

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

Palladium-Catalyzed Carbonylative Couplings of Vinylogous Enolates: Application to Statin Structures was written by Makarov, Ilya S.;Kuwahara, Takashi;Jusseau, Xavier;Ryu, Ilhyong;Lindhardt, Anders T.;Skrydstrup, Troels. And the article was included in Journal of the American Chemical Society in 2015.SDS of cas: 34091-51-5 This article mentions the following:

The first Pd-catalyzed carbonylative couplings of aryl and vinyl halides with vinylogous enolates are reported to generate products derived from C-C bond formation exclusively at the γ-position. Good results were obtained with a dienolate derivative of acetoacetate (1,3-dioxin-4-one). E.g., in presence of Pd(dba)₂, Xantphos, and LiHMDS in THF in a two-chamber reactor system using SilaCOgen as the carbon monoxide source, carbonylative coupling of 4-NCC₆H₄I with 2,2,6-trimethyl-4H-1,3-dioxin-4-one gave 77% I. These transformations occurred at room temperature and, importantly, with only stoichiometric carbon monoxide in a two-chamber reactor. The methodol. was applied to the synthesis of two members of the statin family generating the cis-3,5-diol acid motif by a γ-selective carbonylation followed by a cis-stereoselective reduction of the 3,5-dicarbonyl acid intermediates. In the experiment, the researchers used many compounds, for example, 5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5SDS of cas: 34091-51-5).

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

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

Iron-Catalyzed Oxyalkylation of Terminal Alkynes with Alkyl Iodides was written by Deng, Weili;Ye, Changqing;Li, Yajun;Li, Daliang;Bao, Hongli. And the article was included in Organic Letters in 2019.HPLC of Formula: 10297-05-9 This article mentions the following:

A general oxyalkylation of terminal alkynes enabled by iron catalysis has been developed. Primary and secondary alkyl iodides acted as the alkylating reagents and afforded a range of α-alkylated ketones under mild reaction conditions. Acetyl tert-Bu peroxide (TBPA) was used as the radical relay precursor, providing the initiated Me radical to start the radical relay process. Preliminary mechanistic studies were conducted, and late-stage functionalizations of natural product derivatives were performed. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9HPLC of Formula: 10297-05-9).

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

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

Silver-Promoted Oxidative Benzylic C-H Trifluoromethoxylation was written by Yang, Haodong;Wang, Feng;Jiang, Xiaohuan;Zhou, Yu;Xu, Xiufang;Tang, Pingping. And the article was included in Angewandte Chemie, International Edition in 2018.Reference of 10297-05-9 This article mentions the following:

A silver-promoted oxidative benzylic C-H trifluoromethoxylation has been reported for the first time. With trifluoromethyl arylsulfonate as the trifluoromethoxylation reagent, various arenes, having diverse functional groups, undergo trifluoromethoxylation of their benzylic C-H bonds to form trifluoromethyl ethers under mild reaction conditions. In addition, the trifluoromethoxylation and the fluorination of Me groups of electron-rich arenes have been achieved to prepare α-fluorobenzyl trifluoromethyl ethers in one step. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Reference of 10297-05-9).

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

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

Palladium-Catalyzed Annulation of Alkynes with Ortho-Halide-Containing Benzyl Alcohols in Aqueous Medium was written by Feng, Jie;Lu, Guoping;Lv, Meifang;Cai, Chun. And the article was included in Journal of Organic Chemistry in 2014.Safety of (5-Fluoro-2-iodophenyl)methanol This article mentions the following:

The Pd-catalyzed annulations of ortho-halide-containing benzyl alcs. with alkynes for the synthesis of indenones were achieved in aqueous Triton X-100 micelles with good yields and wide substrate scopes. Moreover, the indenones obtained in this procedure can be further functionalized to form some more synthetic useful derivatives via an environmental-friendly way. In the experiment, the researchers used many compounds, for example, (5-Fluoro-2-iodophenyl)methanol (cas: 877264-43-2Safety of (5-Fluoro-2-iodophenyl)methanol).

(5-Fluoro-2-iodophenyl)methanol (cas: 877264-43-2) 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. 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.Safety of (5-Fluoro-2-iodophenyl)methanol

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

Design, synthesis, antileishmanial, and antifungal biological evaluation of novel 3,5-disubstituted isoxazole compounds based on 5-nitrofuran scaffolds was written by Trefzger, Ozildeia S.;Barbosa, Natalia V.;Scapolatempo, Renata L.;das Neves, Amarith R.;Ortale, Maria L. F. S.;Carvalho, Diego B.;Honorato, Antonio M.;Fragoso, Mariana R.;Shuiguemoto, Cristiane Y. K.;Perdomo, Renata T.;Matos, Maria F. C.;Chang, Marilene R.;Arruda, Carla C. P.;Baroni, Adriano C. M.. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 2020.Application In Synthesis of 4-Iodo-1,2-dimethoxybenzene This article mentions the following:

Nitrofurylisoxazoles such as I were prepared from 1,3-dipolar cycloadditions of a nitrile oxide generated in situ from a nitrofurylhydroximoyl chloride with alkynes and tested for their antileishmanial and antifungal activities and toxicities. The antileishmanial activity of nitrofurylisoxazoles was assayed against the promastigote and amastigote forms of Leishmania (Leishmania) amazonensis, while the compounds were also tested against five Candida species for their antifungal activity; I inhibited both amastigotes and promastigotes, while inhibiting the growth of the five Candida species tested. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Application In Synthesis of 4-Iodo-1,2-dimethoxybenzene).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. 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.Application In Synthesis of 4-Iodo-1,2-dimethoxybenzene

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

Regioselectivities in deprotonation of 2-(4-chloro-2-pyridyl)benzoic acid and corresponding ester and amide was written by Rebstock, Anne-Sophie;Mongin, Florence;Trecourt, Francois;Queguiner, Guy. And the article was included in Tetrahedron in 2004.Name: 4-Chloro-2-iodopyridine This article mentions the following:

Upon treatment of Et 2-(4-chloro-2-pyridyl)benzoic acid, 2-(4-chloro-2-pyridyl)benzoate, and N,N-diisopropyl-2-(4-chloro-2-pyridyl)benzamide with LTMP at -75 °C in THF, the lithio derivatives at C5′ are generated regiospecifically, as demonstrated by subsequent quenching with electrophiles. The lithio derivative at C3′ is only evidenced from the benzamide at higher temperature (-50 °C), when treated with LTMP in THF; it instantly cyclizes to 1-chloro-4-azafluorenone. The latter is converted to onychine, an alkaloid endowed with anticandidal activity. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodopyridine (cas: 22918-03-2Name: 4-Chloro-2-iodopyridine).

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

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

Palladium-catalyzed triple coupling of 2-iodoanisoles with aryl iodides to access 6H-dibenzopyrans was written by Chen, Li-Ping;Cheng, Shu-Lin;Fan, Xin-Yue;Zhu, Ji-Fa;Wang, Bi-Qin;Feng, Chun;Xiang, Shi-Kai. And the article was included in Organic Chemistry Frontiers in 2022.Application of 5460-32-2 This article mentions the following:

A palladium-catalyzed triple coupling of 2-iodoanisoles with aryl iodides was developed. 3-Methyl-2-pyridone was used as a ligand to accelerate the cross-coupling and suppress the homo-coupling of 2-iodoanisoles. A variety of 6H-dibenzopyran derivatives such as I [R = H, F, Cl, etc., R¹ = 4-Me, 4-F, 4-MeO, etc.; R² = 8-Me, 8-Cl, 8-Ph, etc.] was prepared by this method. 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. 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.Application of 5460-32-2

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