Tag: 200-300

The author of 《[3+3] Annulation via Ring Opening/Cyclization of Donor-Acceptor Cyclopropanes with (Un)symmetrical Ureas: A Quick Access to Highly Functionalized Tetrahydropyrimidinones》 were Taily, Irshad Maajid; Saha, Debarshi; Banerjee, Prabal. And the article was published in European Journal of Organic Chemistry in 2019. Category: iodides-buliding-blocks The author mentioned the following in the article:

A mild and straight-forward access to pharmacol. privileged tetrahydropyrimidinones exploiting readily available Donor-Acceptor cyclopropanes (DACs) is reported. This methodol. involves the Lewis acid catalyzed synthesis of ureido-malonates from (un)sym. ureas and DACs followed by I2-base mediated cyclization to their corresponding tetrahydropyrimidinones [e.g., I + II → III → IV]. The cyclization protocol involves nucleophilic attack of the nitrogen of urea on the newly generated electrophilic acceptor end of DAC. The post functionalization offered potential biol. active mols. After reading the article, we found that the author used Trimethylsulfoxonium iodide(cas: 1774-47-6Category: iodides-buliding-blocks)

Trimethylsulfoxonium iodide(cas: 1774-47-6) is a sulfoxonium salt. It is used to generate dimethyloxosulfonium methylide by reaction with sodium hydride. The latter compound is used as a methylene-transfer reagent, and is used to prepare epoxides.Category: iodides-buliding-blocks

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

Reference of 1-Bromo-3-iodobenzeneIn 2020 ,《Microwave irradiated palladium-catalyzed cascade type cross coupling of phenols and halides for the synthesis of polyphenolic ethers》 appeared in International Journal of Organic Chemistry. The author of the article were Al-Masum, Mohammad; Alalwan, Houra A.. The article conveys some information:

A mild, cascade type methodol. was developed for the synthesis of poly-phenolic ethers e.g., 1,3,5-tris[4-(trifluoromethoxy)phenoxy]benzene by the palladium-catalyzed cross coupling of phenols ROH (R = Ph, 1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl, 4-(trifluoromethoxy)phenyl, 2-(trifluoromethoxy)phenyl) and halo compounds such as 1,3,5-tribromobenzene, 1,3-dibromopropane, 1-bromo-3-iodobromobenzene and bromo iodomethane under microwave heating. In most cases, reactions run in neat conditions and in some cases, IPA/water mixture, and 1,4-dioxane were employed as solvents to furnish the products. By applying this new method, it was able to synthesize and purify a good number of polyether compounds e.g. 1,3,5-tris[4-(trifluoromethoxy)phenoxy]benzene with complete spectral data. In addition to this study using 1-Bromo-3-iodobenzene, there are many other studies that have used 1-Bromo-3-iodobenzene(cas: 591-18-4Reference of 1-Bromo-3-iodobenzene) was used in this study.

1-Bromo-3-iodobenzene(cas: 591-18-4) has been used in the preparation of 1-(3′-bromophenyl)-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodec-1-ene and 1-(3′-bromophenyl)-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-ene.Reference of 1-Bromo-3-iodobenzene

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

Rodriguez, Jose F.; Zhang, Anji; Bajohr, Jonathan; Whyte, Andrew; Mirabi, Bijan; Lautens, Mark published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Cycloisomerization of Carbamoyl Chlorides in Hexafluorisopropanol: Stereoselective Synthesis of Chlorinated Methylene Oxindoles and Quinolinones》.Safety of 4-Chloro-2-iodoaniline The article contains the following contents:

Hexafluorisopropanol (HFIP) was employed as an additive for the generation of 3-(chloromethylene)oxindoles I [R = n-Bu, (CH2)3CN, Ph, etc.; R1 = Me, cyclohexylmethyl, Bn, etc.; R2 = H, 5-Me, 5-F, etc.] via the chloroacylation of alkyne-tethered carbamoyl chlorides. This reaction avoided the use of a metal catalyst and accessed products in high yields and stereoselectivities. Addnl., this reaction was scalable and proved amenable to a series of product derivatizations, including the synthesis of nintedanib. The reactivity of alkene-tethered carbamoyl chlorides with hexafluorisopropanol (HFIP) was harnessed towards the synthesis of 2-quinolinones II [R3 = H, Me; R4 = Me, i-Pr, Ph; R5 = Me, CH2CH=CH2]. In the experimental materials used by the author, we found 4-Chloro-2-iodoaniline(cas: 63069-48-7Safety of 4-Chloro-2-iodoaniline)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Reaction with nitrous acid (HNO2), which functions as an acylating agent that is a source of the nitrosyl group (―NO), converts aliphatic primary amines to nitrogen and mixtures of alkenes and alcohols corresponding to the alkyl group in a complex process. This reaction has been used for analytical determination of primary amino groups in a procedure known as the Van Slyke method.Safety of 4-Chloro-2-iodoaniline

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

《γ-Carboline synthesis enabled by Rh(III)-catalyzed regioselective C-H annulation》 was published in Chemical Communications (Cambridge, United Kingdom) in 2020. These research results belong to Jiang, Bo; Jia, Jingwen; Sun, Yufei; Wang, Yichun; Zeng, Jing; Bu, Xiubin; Shi, Liangliang; Sun, Xiaoying; Yang, Xiaobo. Computed Properties of C6H4ClI The article mentions the following:

A redox-neutral Rh(III)-catalyzed C-H annulation of indolyl oximes were developed. The reaction exhibited a reverse regioselectivity, thus gave an exclusive and easy way for the synthesis of a wide range of substituent free γ-carbolines at C3 position with high efficiency. Deuterium-labeling experiments and kinetic anal. were preliminarily shed light on the working mode of this catalytic system. After reading the article, we found that the author used 1-Chloro-3-iodobenzene(cas: 625-99-0Computed Properties of C6H4ClI)

1-Chloro-3-iodobenzene(cas: 625-99-0) 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. Computed Properties of C6H4ClI Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.

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

《The optimization of cancer photodynamic therapy by utilization of a pi-extended porphyrin-type photosensitizer in combination with MITO-Porter》 was published in Chemical Communications (Cambridge, United Kingdom) in 2020. These research results belong to Satrialdi; Munechika, Reina; Biju, Vasudevanpillai; Takano, Yuta; Harashima, Hideyoshi; Yamada, Yuma. Computed Properties of C6H5IO The article mentions the following:

The uncontrolled production of reactive oxygen species during photodynamic therapy (PDT) induces oxidative stress. The full potential of PDT is accomplished by delivery of a pi-extended porphyrin-type photosensitizer into mitochondria of tumor cells using a MITO-Porter, a mitochondrial targeting nanodevice. This strategy can be implemented for innovative cancer therapy. The results came from multiple reactions, including the reaction of 3-Iodophenol(cas: 626-02-8Computed Properties of C6H5IO)

3-Iodophenol(cas: 626-02-8) belongs to organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source of iodine.Computed Properties of C6H5IO 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.

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

《Photo-driven haloazidation cyclization of 1,5-enynes having cyano groups with TMSN3 and NIS/NCS/NBS under metal-free conditions》 was published in Chemical Communications (Cambridge, United Kingdom) in 2020. These research results belong to Zou, Long; Wang, Lei; Sun, Li; Xie, Xiaofei; Li, Pinhua. SDS of cas: 516-12-1 The article mentions the following:

A visible-light-driven three-component haloazidation cyclization of 1,5-enynes I (R1 = H, 3-F, 4-Me, 5-MeO, etc.; R2 = cyclopropyl, Ph, 4-BrC6H4, 3-pyridyl, etc.) having cyano groups with TMSN3, and N-halosuccinimides (halo = X = I, Cl, Br) under metal-free and oxidant-free conditions to afford the corresponding (halovinyl)indans II has been developed. The reaction proceeds via radical addition/5-exo-dig cyclization/radical coupling process with the successive formation of C-N, C-C, and C-halogen (Cl, Br, and I) bonds, which is initiated by the addition of an azidyl radical to the carbon-carbon double bond of the 1,5-enyne. In the experiment, the researchers used 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1SDS of cas: 516-12-1)

1-Iodopyrrolidine-2,5-dione(cas: 516-12-1) is used in the preparation of vinyl sulfones from olefins and benzenesulfinic acid. It acts as a source for I+ and involved in Hunsdiecker reactions for the conversion of cinnamic acids, and propiolic acids to the corresponding alfa-halostyrenes and 1-halo-1-alkynes respectively. SDS of cas: 516-12-1

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

《Gold-Catalyzed 1,2-Diarylation of Alkenes》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Chintawar, Chetan C.; Yadav, Amit K.; Patil, Nitin T.. HPLC of Formula: 624-31-7 The article mentions the following:

Herein, the authors disclose the gold-catalyzed 1,2-diarylation of alkenes through the interplay of ligand-enabled AuI/AuIII catalysis with the idiosyncratic π-activation mode of gold complexes. Unlike the classical migratory-insertion-based approach to 1,2-diarylation, the present approach not only circumvents the formation of direct Ar-Ar’ coupling and Heck-type side products but more intriguingly demonstrates reactivity and selectivity complementary to those of previously known metal catalysis (Pd, Ni, or Cu). Detailed studies to underpin the mechanistic scenario revealed oxidative addition of aryl iodides to an AuI complex to be the rate-limiting step owing to the non-innocent nature of the aryl alkene. After reading the article, we found that the author used 1-Iodo-4-methylbenzene(cas: 624-31-7HPLC of Formula: 624-31-7)

1-Iodo-4-methylbenzene(cas: 624-31-7) undergoes Suzuki-Miyaura coupling reaction with phenylboronic acid catalyzed by (Ni,Mg)3Si2O5(OH)4 solid-solution nanotubes loaded with palladium.HPLC of Formula: 624-31-7

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

The author of 《Unraveling Concomitant Packing Polymorphism in Metallosupramolecular Polymers》 were Langenstroer, Anja; Kartha, Kalathil K.; Dorca, Yeray; Droste, Joern; Stepanenko, Vladimir; Albuquerque, Rodrigo Q.; Hansen, Michael Ryan; Sanchez, Luis; Fernandez, Gustavo. And the article was published in Journal of the American Chemical Society in 2019. Reference of 4-Iodopyridine The author mentioned the following in the article:

The phenomenon of polymorphism is ubiquitous in biol. systems and has been also observed in various types of self-assembled materials in solution and the solid state. In the field of supramol. polymers, different kinetic vs. thermodn. self-assembled species may exist in competition, a phenomenon termed as pathway complexity. In these examples, the transient kinetic species often has a very short lifetime and rapidly converts into the thermodn. product. The authors report a π-conjugated Pt(II) complex 1 that self-assembles in nonpolar medium into two supramol. polymers with distinct mol. packing (slipped (A) vs. pseudo-parallel (B)) that do not interconvert over time in a period of at least six months at room temperature Precise control of temperature, concentration and cooling rate enabled the authors to elucidate the stability conditions of both species through a phase diagram. Extensive exptl. studies and theor. calculations allowed the authors to elucidate the packing modes of both supramol. polymorphs A and B, which are stabilized by unconventional N-H···Cl-Pt and N-H···O-alkyl interactions, resp. Under a controlled set of conditions of cooling rate and concentration, both polymorphs can be isolated concomitantly in the same solution without interconversion. Only if A is annealed at high temperature for prolonged time, a slow transformation into B takes place via monomer formation. The authors’ system, which in many respects bears close resemblance to concomitant packing polymorphism in crystals, should help bridge the gap between crystal engineering and supramol. polymerization In the experimental materials used by the author, we found 4-Iodopyridine(cas: 15854-87-2Reference of 4-Iodopyridine)

4-Iodopyridine(cas: 15854-87-2) is used as a reagent in the synthesis of indazolylamides as glucocorticoid receptor agonists. 4-Iodopyridine is a halogenated heterocycle that is a building block for proteomics research.Reference of 4-Iodopyridine

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

In 2019,Angewandte Chemie, International Edition included an article by Iwasaki, Mitsuhiro; Shichibu, Yukatsu; Konishi, Katsuaki. Quality Control of 4-Iodopyridine. The article was titled 《Unusual Attractive Au-π Interactions in Small Diacetylene-Modified Gold Clusters》. The information in the text is summarized as follows:

It is well known that alkynes act as π-acids in the formation of complexes with metals. Authors found unprecedented attractive Au-π interactions in diacetylene-modified [core+exo]-type [Au8]4+ clusters. The 4-phenyl-1,3-butadiynyl-modified cluster has unusually short Au-Cα distances in the crystal structure, revealing the presence of attractive interactions between the coordinating CC moieties and the neighboring bitetrahedral Au6 core, which is further supported by IR and NMR spectra. Such weak interactions are not found in mono-acetylene-modified clusters, which indicates that they are specific for diacetylenic ligands. The attractive Au-π interactions are likely associated with the low energy of the π* orbital in the diacetylenic moieties, into which the valence electrons of the gold core may be back donated. The [Au8]4+ clusters show clear red-shifts of >10 nm with respect to the corresponding mono-acetylenic clusters in UV/Vis absorption bands, which indicates substantial electronic perturbation effects of the Au-π interactions. The results came from multiple reactions, including the reaction of 4-Iodopyridine(cas: 15854-87-2Quality Control of 4-Iodopyridine)

4-Iodopyridine(cas: 15854-87-2) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.Quality Control of 4-Iodopyridine

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

In 2018,Chen, Jia; Lin, Jin-Hong; Xiao, Ji-Chang published 《Dehydroxylation of alcohols for nucleophilic substitution》.Chemical Communications (Cambridge, United Kingdom) published the findings.Computed Properties of C2H4I2 The information in the text is summarized as follows:

The Ph3P/ICH2CH2I system-promoted dehydroxylation and subsequent nucleophilic substitution of alcs. with various nucleophiles was achieved to afford amines/sulfanes/ethers/halides via C-O, C-N, C-S and C-X (X = Cl, Br, and I) bond formation. Compared with the previous approaches such as the Appel and Mitsunobu reactions, this protocol offered some practical advantages such as safe operation and a convenient amination process. The experimental process involved the reaction of 1,2-Diiodoethane(cas: 624-73-7Computed Properties of C2H4I2)

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.Computed Properties of C2H4I2

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