Month: January 2023

Two-Directional Approach for the Rapid Synthesis of 2,4-Bis-Aminoaryl Pyridine Derivatives was written by Morgentin, Remy;Barlaam, Bernard;Foote, Kevin;Hassall, Lorraine;Hawkins, Janet;Jones, Clifford D.;Le Griffon, Antoine;Peru, Aurelien;Ple, Patrick. And the article was included in Synthetic Communications in 2012.Category: iodides-buliding-blocks This article mentions the following:

We have developed two different approaches in parallel to rapidly access 2,4-bis(aminoaryl)pyridine compounds, e.g., I, from a common starting material. The C-4/C-2 approach uses palladium-mediated coupling reactions to sequentially functionalize C-4 and then C-2. An alternative C-2/C-4 route uses a regioselective SNAr reaction to first substitute at C-2 then subsequently at C-4 by a palladium-mediated reaction. Both approaches have been used successfully to provide a range of 2,4-bis(aminoaryl)pyridine compounds In the experiment, the researchers used many compounds, for example, 2-Chloro-5-(trifluoromethyl)-4-iodopyridine (cas: 505084-55-9Category: iodides-buliding-blocks).

2-Chloro-5-(trifluoromethyl)-4-iodopyridine (cas: 505084-55-9) 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. 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.Category: iodides-buliding-blocks

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

TCDA: Practical Synthesis and Application in the Trifluoromethylation of Arenes and Heteroarenes was written by Wang, Jian;Zhang, Xiaomin;Wan, Zehong;Ren, Feng. And the article was included in Organic Process Research & Development in 2016.Formula: C8H9IO2 This article mentions the following:

A practical synthesis of the reagent trimethylsilyl chlorodifluoroacetate (TCDA) is reported on a 50 g scale. The trifluoromethylation with TCDA was optimized, and the reaction shows very broad scope with respect to electron-deficient, -neutral, -rich aryl/heteroaryl iodides, as well as excellent functional group tolerability, such as ester, amide, aldehyde, hydroxyl, and carboxylic acid. The reagent was also applied to the late-stage trifluoromethylation of three medicinally relevant compounds Addnl., the building block trifluoromethylpyridine and one drug related mol. Boc-Fluoxetin were synthesized in 10 g scale by this method, demonstrating its practical applications in process chem. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Formula: C8H9IO2).

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. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Formula: C8H9IO2

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

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

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

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

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

Synthesis and biological evaluation of a series of thieno-expanded tricyclic purine 2′-deoxy nucleoside analogues was written by Wauchope, Orrette R.;Johnson, Cameron;Krishnamoorthy, Pasupathy;Andrei, Graciela;Snoeck, Robert;Balzarini, Jan;Seley-Radtke, Katherine L.. And the article was included in Bioorganic & Medicinal Chemistry in 2012.Product Details of 15813-09-9 This article mentions the following:

Introducing structural diversity into the nucleoside scaffold for use as potential chemotherapeutics has long been considered an important approach to drug design. In that regard, we have designed and synthesized a number of innovative 2′-deoxy expanded nucleosides, e.g. I, where a heteroaromatic thiophene spacer ring has been inserted in between the imidazole and pyrimidine ring systems of the natural purine scaffold. The synthetic efforts towards realizing the expanded 2′-deoxy-guanosine and -adenosine tricyclic analogs as well as the preliminary biol. results are presented herein. 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. 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.Product Details of 15813-09-9

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

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