Month: October 2022

《Controllable access to trifluoromethyl-containing indoles and indolines: palladium-catalyzed regioselective functionalization of unactivated alkenes with trifluoroacetimidoyl chlorides》 was written by Yang, Hefei; Wang, Le-Cheng; Zhang, Yu; Zheng, Dongling; Chen, Zhengkai; Wu, Xiao-Feng. Electric Literature of C6H5ClINThis research focused ontrifluoromethyl containing indole regioselective preparation; regioselective preparation trifluoromethyl containing indoline; alkene trifluoroacetimidoyl chloride cyclization palladium catalyst. The article conveys some information:

A palladium-catalyzed substrate-controlled regioselective functionalization of unactivated alkenes with trifluoroacetimidoyl chlorides had been developed, which provided a direct but controllable access to a variety of structurally diverse trifluoromethyl-containing indoles I [R = CF2H, CF3, C2F5, C3F7; R1 = H, 5-Et, 6-F, etc.; R2 = H, Me, Ph; R3 = H, Me, cyclopropyl; Q = 8-quinolininyl] and trifluoromethyl-containing indolines II [R4 = H, 6-Br, 5-MeO, etc.; R5 = H, Me, Et, i-Pr, Bn, (CH2)2C6H5; R6 = CF2H, CF3, C2F5, CF2Cl, CF2Br]. In more detail, with respect to γ,δ-alkenes, 1,1-geminal difunctionalization of unactivated alkenes with trifluoroacetimidoyl chloride enables the [4 + 1] annulation to produce indoles; as for β,γ-alkenes, a [3 + 2] heteroannulation with the hydrolysis product of trifluoroacetimidoyl chloride through 1,2-vicinal difunctionalization of alkenes occurs to deliver indoline products. The structure of alkene substrates differentiates the regioselectivity of the reaction. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodoaniline(cas: 63069-48-7Electric Literature of C6H5ClIN)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime.Typically the presence of an amine functional group is deduced by a combination of techniques, including mass spectrometry as well as NMR and IR spectroscopies. 1H NMR signals for amines disappear upon treatment of the sample with D2O. In their infrared spectrum primary amines exhibit two N-H bands, whereas secondary amines exhibit only one.Electric Literature of C6H5ClIN

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

《Photomediated reductive coupling of nitroarenes with aldehydes for amide synthesis》 was published in Chemical Science in 2022. These research results belong to Li, Qingyao; Dai, Peng; Tang, Haidi; Zhang, Muliang; Wu, Jie. HPLC of Formula: 23779-17-1 The article mentions the following:

In view of the widespread significance of amide functional groups in organic synthesis and pharmaceutical studies, an efficient and practical synthetic protocol that avoids the use of stoichiometric activating reagents or metallic reductants is highly desirable. A straight-forward pathway to access amides from abundant chem. feedstock would offer a strategic advantage in the synthesis of complex amides. Authors herein disclose a direct reductive amidation reaction using readily available aldehydes and nitroarenes enabled by photo-mediated hydrogen atom transfer catalysis. It avoids the use of metallic reductants and production of toxic chem. waste. While aldehydes represent a classic class of electrophilic synthons, the corresponding nucleophilic acyl radicals could be directly accessed by photo hydrogen atom transfer catalysis, enabling polarity inversion. Authors method provides an orthogonal strategy to conventional amide couplings, tolerating nucleophilic substituents such as free alcs. and sensitive functional groups to amines such as carbonyl or formyl groups. The synthetic utilization of this reductive amidation is demonstrated by the late-stage modification of complex biol. active mols. and direct access of drug mols. leflunomide and lidocaine.N-(4-Iodophenyl)cyclopropanecarboxamide(cas: 23779-17-1HPLC of Formula: 23779-17-1) was used in this study.

N-(4-Iodophenyl)cyclopropanecarboxamide(cas: 23779-17-1) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).HPLC of Formula: 23779-17-1

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

Synthetic Route of C24H20I2O4On March 1, 2019, Handa, Sachin; Jin, Bo; Bora, Pranjal P.; Wang, Ye; Zhang, Xiaohua; Gallou, Fabrice; Reilly, John; Lipshutz, Bruce H. published an article in ACS Catalysis. The article was 《Sonogashira Couplings Catalyzed by Fe Nanoparticles Containing ppm Levels of Reusable Pd, under Mild Aqueous Micellar Conditions》. The article mentions the following:

Nanoparticles derived from FeCl3 containing the ligand XPhos and only 500 ppm Pd effect Sonogashira couplings in water between rt and 45°. The entire aqueous reaction medium can be easily recycled using an “”in-flask”” extraction Several tandem processes in one pot are illustrated, including a sequence involving five steps (10 reactions) in good overall yield. In the part of experimental materials, we found many familiar compounds, such as (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Synthetic Route of C24H20I2O4)

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Synthetic Route of C24H20I2O4

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

Safety of 2-Amino-5-iodopyrimidin-4(1H)-oneOn March 1, 2011, Inouye, Masahiko; Doi, Yasuhiro; Azuchi, Junichi; Shirato, Wataru; Chiba, Junya; Abe, Hajime published an article in Heterocycles. The article was 《Hexamethyldisilazane-promoted Sonogashira reaction of poly-functionalized N-containing heterocycles》. The article mentions the following:

1,1,1,3,3,3-Hexamethyldisilazane (HMDS) was found to be an efficient solvent for Sonogashira reaction. For the synthesis of C-nucleosides, e.g. I, , Sonogashira reaction of ethynyldeoxyriboside with halogenated pyrimidine or pyridine derivatives could be improved by the use of an HMDS-DMF mixed solvent. In situ protection of hydroxy and amino groups by the solvent system may play an important role for the improvement.2-Amino-5-iodopyrimidin-4(1H)-one(cas: 3993-79-1Safety of 2-Amino-5-iodopyrimidin-4(1H)-one) was used in this study.

2-Amino-5-iodopyrimidin-4(1H)-one(cas: 3993-79-1) belongs to anime. Amines characteristically form salts with acids; a hydrogen ion, H+, adds to the nitrogen. With the strong mineral acids (e.g., H2SO4, HNO3, and HCl), the reaction is vigorous. Salt formation is instantly reversed by strong bases such as NaOH. Neutral electrophiles (compounds attracted to regions of negative charge) also react with amines; alkyl halides (R′X) and analogous alkylating agents are important examples of electrophilic reagents.Safety of 2-Amino-5-iodopyrimidin-4(1H)-one

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

Cottet, Fabrice; Schlosser, Manfred published their research in Tetrahedron on December 13 ,2004. The article was titled 《Logistic flexibility in the preparation of isomeric halopyridinecarboxylic acids》.Recommanded Product: 823221-97-2 The article contains the following contents:

Although there are many conceivable ways to functionalize, and specifically carboxylate, 2-chloro-4-(trifluoromethyl)pyridine optionally at all three vacant positions, it is more straightforward to prepare only 2-chloro-4-(trifluoromethyl)pyridine-3-carboxylic acid from this precursor and 6-chloro-4-(trifluoromethyl)pyridine-2- and -3-carboxylic acids from a different one, viz. 5-bromo-2-chloro-4-(trifluoromethyl)pyridine. In the same manner, it proved more convenient to convert 5-chloro-2-(trifluoromethyl)pyridine into only the 4- and 6-carboxylic acids and to make the 3-carboxylic acid from 3-bromo-5-chloro-2-(trifluoromethyl)pyridine. All model substrates for functionalization were readily accessible from the correspondingly substituted chloroiodopyridine through heavy halogen displacement by in situ generated (trifluoromethyl)copper. The experimental process involved the reaction of 3-Bromo-5-chloro-2-iodopyridine(cas: 823221-97-2Recommanded Product: 823221-97-2)

3-Bromo-5-chloro-2-iodopyridine(cas: 823221-97-2) belongs to pyridine. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. As ligands, solvents, and catalysts they facilitate reactions; thus descriptions of these new ligands and their applications abound each year.Recommanded Product: 823221-97-2

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

Ishihara, Kazuaki; Kobayashi, Jun; Nakano, Kazuhiko; Ishibashi, Hideaki; Yamamoto, Hisashi published an article on February 28 ,2003. The article was titled 《New bulky chiral Lewis acid catalyst: 3,3′-di(2-mesitylethynyl)binaphthol-titanium(IV) complex》, and you may find the article in Chirality.HPLC of Formula: 189518-78-3 The information in the text is summarized as follows:

A new chiral Lewis acid catalyst 9 was prepared in situ from a 1:2 M mixture of (R)-3,3′-di(2-mesitylethynyl)binaphthol (6) and titanium(IV) isopropoxide at ambient temperature The 3- and 3′-substituents on 6 were effective for preventing undesired aggregation between Ti(IV) complexes and increasing the enantioselectivity (up to 82% ee) in the Diels-Alder reaction of methacrolein with cyclopentadiene.(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3HPLC of Formula: 189518-78-3) was used in this study.

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides. 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.HPLC of Formula: 189518-78-3Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution.

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

See, Jie Yang; Yang, Hui; Zhao, Yu; Wong, Ming Wah; Ke, Zhihai; Yeung, Ying-Yeung published an article on February 2 ,2018. The article was titled 《Desymmetrizing Enantio- and Diastereoselective Selenoetherification through Supramolecular Catalysis》, and you may find the article in ACS Catalysis.Computed Properties of C24H20I2O4 The information in the text is summarized as follows:

Selenofunctionalization is used for the introduction of aryl- or alkylseleno moieties, which can then be transformed into other functional groups (such as alkenes and carbonyls). However, asym. selenofunctionalization of unactivated olefins is often difficult to realize as aryl- and alkylseleno cations rapidly interchange between olefinic partners. Recently, it has been demonstrated that Lewis bases, assisted by Bronsted acids, induce high levels of enantioselectivity in selenocyclization reactions. The Bronsted acid serves as an activator for the reaction. In this work, we demonstrate an asym. selenoetherification and desymmetrization of olefinic 1,3-diols, driven by a unique chiral pairing between a C2-sym. cyclic selenide catalyst and a chiral Bronsted acid. The resulting substituted tetrahydrofurans I (R = Ph, 3-ClC6H4, 4-ClC6H4, 3-MeC6H4, etc.) contain a phenylselenoether handle, and can be transformed into synthetically useful building blocks. A series of exptl. and computational investigations suggest that the reaction proceeds via a supramol. catalytic pathway.(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Computed Properties of C24H20I2O4) was used in this study.

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides.Computed Properties of C24H20I2O4 The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine.

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

In 2016,Zhang, Wei; Tan, Yue Hua; Finch, James A. published 《Synthesis and characterization of alkyl, propoxy, ethoxy-based frothers》.Minerals Engineering published the findings.Safety of 1,2-Diiodoethane The information in the text is summarized as follows:

In this paper the authors describe the synthesis and characterization of a homologous series of linear polyglycol-based frothers comprising alkyl, propoxy (propylene oxide, PO), and ethoxy (ethylene oxide, EO) groups. The identities were confirmed by proton NMR spectroscopy and total organic carbon anal. Characterization used three parameters, bubble size, gas holdup and water overflow rate, measured in a bubble column. The results indicate that increasing number of PO groups led to significant decrease in bubble size, and increase in gas holdup and water overflow rate. Increasing the alkyl chain length, gave similar but less pronounced trends; the least effect was increasing the number of EO groups. Changing the relative position of the PO and EO group had a significant effect on all three parameters. To account for the effect of PO/EO position, a mechanism based on effect of structure on mol. packing at the air/water interface is proposed. In addition to this study using 1,2-Diiodoethane, there are many other studies that have used 1,2-Diiodoethane(cas: 624-73-7Safety of 1,2-Diiodoethane) was used in this study.

1,2-Diiodoethane(cas: 624-73-7) is one of organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source 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. Oceanic alkyl iodides are believed to be the principal source of atmospheric iodine.Safety of 1,2-Diiodoethane

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

In 2017,Lee, Minjae; Lee, Yong-Hoon; Park, Jong Hyeok; Choi, U. Hyeok published 《Bis-imidazolium iodide organic ionic plastic crystals and their applications to solid state dye-sensitized solar cells》.Organic Electronics published the findings.Safety of 1,2-Diiodoethane The information in the text is summarized as follows:

Novel dicationic bis-imidazolium iodide salts have been discovered as new organic ionic plastic crystalline materials. Most of them show multiple solid-solid phase transitions below their melting temperatures Their phase transition temperatures are dependent on the imidazolium cation structure. According to Timmermans’ definition of plastic crystals, bis-imidazolium iodide salts with either n-heptyl or n-octyl side arms can be classified as “”true plastic crystals”” because of their low ΔSf values (<20 J mol-1 K-1). The bis-imidazolium iodide salts are stable up to 260°C under thermal gravimetric anal. The ionic conductivities, investigated using dielec. relaxation spectroscopy, follow the Arrhenius temperature dependence with discontinuities and changes in slopes at the observed solid-solid phase transition temperature Dye-sensitized solar cells (DSSCs) fabricated by a whole solid-state electrolyte consisting of n-hexyl side-armed bis-imidazolium iodide (BII-6) show a 4.93% power conversion efficiency (η): a remarkable result for the solid-state electrolyte system compared to that obtained using an liquid electrolyte with 1-butyl-3-methylimidazolium iodide (η = 8.00%) as a reference composition1,2-Diiodoethane(cas: 624-73-7Safety of 1,2-Diiodoethane) was used in this study.

1,2-Diiodoethane(cas: 624-73-7) is one of organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source 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. Oceanic alkyl iodides are believed to be the principal source of atmospheric iodine.Safety of 1,2-Diiodoethane

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

In 2018,Organic Letters included an article by Trost, Barry M.; Zhang, Lei; Lam, Tom M.. Recommanded Product: 624-73-7. The article was titled 《Synthesis of the Aminocyclitol Core of Jogyamycin via an Enantioselective Pd-Catalyzed Trimethylenemethane (TMM) Cycloaddition》. The information in the text is summarized as follows:

The use of β-nitroenamines as a new class of acceptors in the enantioselective Pd-catalyzed trimethylenemethane cycloaddition afforded differentiated 1,2-dinitrogen bearing cyclopentanes with three contiguous stereocenters. The utility of these acceptors was demonstrated with the efficient construction of the core of jogyamycin and aminocyclopentitols. Further elaboration of the cycloadducts provided a concise synthetic approach toward joygamycin. In the experiment, the researchers used 1,2-Diiodoethane(cas: 624-73-7Recommanded Product: 624-73-7)

1,2-Diiodoethane(cas: 624-73-7) is one of organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Recommanded Product: 624-73-7

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