Tag: 200-300

《Unconventional Reactivity of Ethynylbenziodoxolone Reagents and Thiols: Scope and Mechanism》 was published in Chemistry – A European Journal in 2020. These research results belong to Liu, Bin; Alegre-Requena, Juan V.; Paton, Robert S.; Miyake, Garret M.. COA of Formula: C7H5IO2 The article mentions the following:

Herein, a general and efficient strategy utilizing ethynylbenziodoxolone (EBX) reagents I (R2 = t-Bu, C6H5, 4-FC6H4, etc.) and thiols is presented that results in the formation of 1,2-dithio-1-alkenes II (R1 = C6H5, c-hexyl, 2-pyridyl, etc.; R2 = C6H5, 3-MeOC6H4, 3-ClC6H4, etc.) with excellent regioselectivity and stereoselectivity through unprecedented reactivity between the EBX and the thiol. This operationally simple procedure utilizes mild conditions, which result in a broad substrate scope and high functional-group tolerance. The observed unexpected reactivity has been rationalized through both exptl. results and DFT calculations After reading the article, we found that the author used 2-Iodobenzoic acid(cas: 88-67-5COA of Formula: C7H5IO2)

2-Iodobenzoic acid(cas: 88-67-5) 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. COA of Formula: C7H5IO2 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

In 2022,Abdullayev, Shuay; Roy, Rene published an article in Carbohydrate Research. The title of the article was 《Practical non-enzymatic synthesis of propargyl sialyl-α-(2-3′)-lactosamine trisaccharide using minimal protecting groups manipulation》.Safety of 1-Iodopyrrolidine-2,5-dione The author mentioned the following in the article:

The trisaccharide, prop-2-ynyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid-(2→3)-β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside has been efficiently synthesized in a few steps without the need of conformationally constrained glycosyl donors and acceptors or enzymes. First, using the known prop-2-ynyl 2-acetamido-2-deoxy-6-O-tert-butyldiphenylsilyl-β-D-glucopyranoside as acceptor and the peracetylated galactosyl trichloroacetimidate as glycosyl donor, followed by protecting groups manipulation, prop-2-ynyl (6-O-tert-butyldiphenylsilyl-β-galactopyranosyl)-(1→4)-2-acetamido-2-deoxy-6-O-tert-butyldiphenylsilyl-β-D-glucopyranoside was synthesized with exclusive O-4 regioselectivity due to steric hindrance of the upper face of the acceptor at O-3. The propargylic aglycon is suitable for chem. ligation using click chem. as reported for its (2→6) sialylated analog. In the experimental materials used by the author, we found 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Safety of 1-Iodopyrrolidine-2,5-dione)

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. Safety of 1-Iodopyrrolidine-2,5-dione

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

In 2022,Gentili, Valentina; Turrin, Giulia; Marchetti, Paolo; Rizzo, Sabrina; Schiuma, Giovanna; Beltrami, Silvia; Cristofori, Virginia; Illuminati, Davide; Compagnin, Greta; Trapella, Claudio; Rizzo, Roberta; Bortolotti, Daria; Fantinati, Anna published an article in Bioorganic Chemistry. The title of the article was 《Synthesis and biological evaluation of novel rhodanine-based structures with antiviral activity towards HHV-6 virus》.Related Products of 626-02-8 The author mentioned the following in the article:

An increased awareness of diseases associated with Human herpesvirus 6 (HHV-6) infection or reactivation has resulted in a growing interest in the evaluation of the best treatment options available for the clin. management of HHV-6 disease. However, no compound has yet been approved exclusively for HHV-6 infection treatment. For this reason, the identification of anti-HHV6 compounds provides a valuable opportunity for developing efficient antiviral therapies. A possible target for antiviral drugs is the virus-cell fusion step. In this study, we synthesized potential fusion intermediates inhibitors based on the rhodanine structure. The obtained derivatives were tested for cytotoxicity and for antiviral activity in human cells infected with HHV6. Level of infection was monitored by viral DNA quantification at different time points up to 7 days post infection. Among the synthesized derivatives, 9e showed a significative inhibitory effect on viral replication that lasted over 7 days, probably attributable to the particular combination of hydrophilic and hydrophobic substituents to the rhodanine moiety. Our results support the use of these amphipathic fusion inhibitors for the treatment of HHV-6 infections. In the experiment, the researchers used 3-Iodophenol(cas: 626-02-8Related Products of 626-02-8)

3-Iodophenol(cas: 626-02-8) 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.Related Products of 626-02-8

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

In 2022,Jiang, Rui; Ismiyarto; Abe, Tsukasa; Zhou, Da-Yang; Asano, Kaori; Suzuki, Takayoshi; Sasai, Hiroaki; Suzuki, Takeyuki published an article in Journal of Organic Chemistry. The title of the article was 《Using α- and β-Epimerizations of cis-2,3-Bis(hydroxymethyl)-γ-butyrolactone for the Synthesis of Both Enantiomers of Enterolactone》.Category: iodides-buliding-blocks The author mentioned the following in the article:

The use of the epimerization of cis-2,3-bis(hydroxymethyl)-γ-butyrolactone for the synthesis of enterolactones with anticarcinogenic, anti-inflammatory, antiangiogenic, and antioxidant activity were described . Selective α- or β-epimerization of a γ-butyrolactone was used to selectively synthesize both enantiomers of enterolactone. Theor. and kinetic studies were performed to elucidate the epimerization mechanism. In the experiment, the researchers used many compounds, for example, 3-Iodophenol(cas: 626-02-8Category: iodides-buliding-blocks)

3-Iodophenol(cas: 626-02-8) belongs to organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Category: iodides-buliding-blocksIodo 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.

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

Kitadai, Norio; Nakamura, Ryuhei; Yamamoto, Masahiro; Okada, Satoshi; Takahagi, Wataru; Nakano, Yuko; Takahashi, Yoshio; Takai, Ken; Oono, Yoshi published an article in 2021. The article was titled 《Thioester synthesis through geoelectrochemical CO2 fixation on Ni sulfides》, and you may find the article in Communications Chemistry.Application In Synthesis of 1-Iodopyrrolidine-2,5-dione The information in the text is summarized as follows:

A prevailing scenario of the origin of life postulates thioesters as key intermediates in protometabolism, but there is no exptl. support for the prebiotic CO2 fixation routes to thioesters. Here we demonstrate that, under a simulated geoelectrochem. condition in primordial ocean hydrothermal systems (-0.6 to -1.0 V vs. the standard hydrogen electrode), nickel sulfide (NiS) gradually reduces to Ni0, while accumulating surface-bound carbon monoxide (CO) due to CO2 electroreduction The resultant partially reduced NiS realizes thioester (S-Me thioacetate) formation from CO and methanethiol even at room temperature and neutral pH with the yield up to 35% based on CO. This thioester formation is not inhibited, or even improved, by 50:50 coprecipitation of NiS with FeS or CoS (the maximum yields; 27 or 56%, resp.). Such a simple thioester synthesis likely occurred in Hadean deep-sea vent environments, setting a stage for the autotrophic origin of life. After reading the article, we found that the author used 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Application In Synthesis of 1-Iodopyrrolidine-2,5-dione)

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. Application In Synthesis of 1-Iodopyrrolidine-2,5-dione

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

Zhou, Zebiao; Huang, Bin; Cai, Mingzhong published an article in 2021. The article was titled 《Recyclable palladium-catalyzed carbonylative annulation of 2-iodoanilines with acid anhydrides: A practical synthesis of 2-alkylbenzoxazinones》, and you may find the article in Synthetic Communications.Formula: C6H5ClIN The information in the text is summarized as follows:

A highly efficient heterogeneous palladium-catalyzed carbonylative annulation of 2-iodoanilines and acid anhydrides was developed. The reaction proceeded effectively in toluene using N,N-diisopropylethylamine (DIPEA) as the base at 100°C under 2 bar of CO and provided a novel, general and practical method for the assembly of a wide variety of benzoxazinones with high functional group tolerance and good to excellent yields. This supported palladium complex was readily separated from the product and recovered by a simple filtration of the reaction solution and reused up to seven times with almost consistent catalytic efficiency.4-Chloro-2-iodoaniline(cas: 63069-48-7Formula: C6H5ClIN) was used in this study.

4-Chloro-2-iodoaniline(cas: 63069-48-7) 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.Formula: C6H5ClIN

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

Zangade, Sainath; Patil, Pravinkumar published an article in 2021. The article was titled 《Regioselective iodination of activated arenes using KI-DMSO in aqueous hydrochloride》, and you may find the article in Results in Chemistry.Application In Synthesis of 4-Chloro-2-iodoaniline The information in the text is summarized as follows:

The KI-DMSO in aqueous hydrochloride has been utilized for selective iodination of activated arenes, e.g., phenol. The iodination of substrate such as hydroxyacetophenones, amines, phenols, anisole and toluene took place with high regioselectivity and mono-iodination was found to occur. The electron releasing substituents (-CH3, -OCH3, -OH, -NH2) exclusively form para substituted product while ortho-iodination occurred only when para-position was blocked by other substituents. The method is simple and noteworthy for reactive arenes and comprises some advantages such as easy reaction procedure, short reaction time (5-12 min.) and fair to good yield of aryl iodides, e.g., 4-iodophenol (65-90%). The structure of aryl iodide was established on the basis of spectral and elemental data. The experimental part of the paper was very detailed, including the reaction process of 4-Chloro-2-iodoaniline(cas: 63069-48-7Application In Synthesis of 4-Chloro-2-iodoaniline)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Milder oxidation, using reagents such as NaOCl, can remove four hydrogen atoms from primary amines of the type RCH2NH2 to form nitriles (R―C≡N), and oxidation with reagents such as MnO2 can remove two hydrogen atoms from secondary amines (R2CH―NHR′) to form imines (R2C=NR′). Tertiary amines can be oxidized to enamines (R2C=CHNR2) by a variety of reagents.Application In Synthesis of 4-Chloro-2-iodoaniline

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

Fotovic, Luka; Bedekovic, Nikola; Stilinovic, Vladimir published an article in 2021. The article was titled 《Evaluation of Halogenopyridinium Cations as Halogen Bond Donors》, and you may find the article in Crystal Growth & Design.Recommanded Product: 15854-87-2 The information in the text is summarized as follows:

We have performed a database survey and a structural and computational study of the potential and the limitations of halogenopyridinium cations as halogen bond donors. The database survey demonstrated that adding a pos. charge on a halogenopyridine ring increases the probability that the halogen atom will participate in a halogen bond, although for chloropyridines it remains below 60%. Crystal structures of both protonated and N-methylated monohalogenated pyridinium cations revealed that the iodo- and bromopyridinium cations always form halogen-bonding contacts with the iodide anions shorter than the sum of the vdW radii, while chloropyridinium cations mostly participate in longer contacts or fail to form halogen bonds. Although a DFT study of the electrostatic potential has shown that both protonation and N-methylation of halogenopyridines leads to a considerable increase in the ESP of the halogen σ-hole, it is generally not the most pos. site on the cation, allowing for alternate binding sites. After reading the article, we found that the author used 4-Iodopyridine(cas: 15854-87-2Recommanded Product: 15854-87-2)

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.Recommanded Product: 15854-87-2

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

Lu, Panting; Chen, Wenxing; Lu, Wangyang published an article in 2021. The article was titled 《Solar photothermal catalytic effect promotes carbonylation reaction based on palladium doped g-C3N4 catalyst》, and you may find the article in Materials Research Bulletin.Category: iodides-buliding-blocks The information in the text is summarized as follows:

Palladium catalyzed carbonylation reaction is used as an effective method in the industrial to prepare carbonyl-containing compounds Besides, the complex ligands are needed to improve the yields and selectivity of reactions, which will increase the cost for production Thus, it is very meaningful to build a simple and efficient catalytic system. Here, the graphitic carbon nitride (g-C3N4) nanosheets (ECN) doped with palladium metal (Pd/ECN) were prepared by microwave-assisted deposition method. The results indicated that the yield of Me benzoate was 77% based on Pd/ECN under the light irradiation with a wavelength of ≥ 400 nm, which was higher than that of the homogeneous catalysts and heterogeneous catalysts commonly used in commercialization such as palladium on activated charcoal (Pd/C) and palladium chloride (PdCl2). In the part of experimental materials, we found many familiar compounds, such as 1-Chloro-3-iodobenzene(cas: 625-99-0Category: iodides-buliding-blocks)

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. Category: iodides-buliding-blocks 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

Wang, Jing; Wang, Hui; Wang, Zihan; Li, Linqiang; Qin, Cheng; Luan, Xinjun published their research in Chinese Journal of Chemistry in 2021. The article was titled 《Trifunctionalization of Aryl Iodides with Two Distinct Nitrogen and Carbon Electrophiles by Palladium/Norbornene Catalysis》.Application In Synthesis of 3-Iodophenol The article contains the following contents:

Herein, a highly chemo- and regioselective vicinal trifunctionalization of aryl iodides by palladium/norbornene (Pd/NBE) catalysis is reported. The key feature of this new method is the introduction of two distinct nitrogen and carbon electrophiles, with a large gap in reactivity, for ortho-unsubstituted aryl iodides via an intermol. and intramol. C-H functionalization, resp. Eight types of ipso terminations can be coupled with both ortho-amination and ortho-alkylation, affording a variety of polysubstituted benzoheterocyclic scaffolds. Silicon-tethered substrates can lead to polyfucntional arenes via a single-step operation. Noteworthy, these products exhibit full-color-tunable strong fluorescence emissions with large Stokes shifts, and product I can serve as a fluorescent probe to specifically target lysosome in living cells. In the experimental materials used by the author, we found 3-Iodophenol(cas: 626-02-8Application In Synthesis of 3-Iodophenol)

3-Iodophenol(cas: 626-02-8) belongs to organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Application In Synthesis of 3-IodophenolIodo 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.

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