Tag: 200-300

Mashiko, Tomoya; Shingai, Yuta; Sakai, Jun; Kamo, Shogo; Adachi, Shinya; Matsuzawa, Akinobu; Sugita, Kazuyuki published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Total Synthesis of Cochlearol B via Intramolecular [2+2] Photocycloaddition》.Safety of 3-Iodophenol The article contains the following contents:

Herein, authors describe the first total synthesis of cochlearol B (I), a meroterpenoid natural product featuring a 4/5/6/6/6-fused pentacyclic structure. Key steps, oxidative cyclization and subsequent intramol. [2+2] photocycloaddition, which constructed the pentacyclic structure in highly stereoselective manner, allowed efficient access to cochlearol B with the longest linear sequence of 16 steps, and in 9% overall yield. Single-crystal X-ray crystallog. anal. clearly confirmed the stereochem. of cochlearol B. The results came from multiple reactions, including the reaction of 3-Iodophenol(cas: 626-02-8Safety of 3-Iodophenol)

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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Safety of 3-Iodophenol

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

《Diketopyrrolopyrrole-fullerene C60 architectures as highly efficient heavy atom-free photosensitizers: synthesis, photophysical properties and photodynamic activity》 was published in Organic & Biomolecular Chemistry in 2020. These research results belong to Agazzi, Maximiliano L.; Almodovar, Vitor A. S.; Gsponer, Natalia S.; Bertolotti, Sonia; Tome, Augusto C.; Durantini, Edgardo N.. Synthetic Route of C7H5IO The article mentions the following:

Chromophore-fullerene C60 hybrids possess interesting properties that enable them to act as heavy atom-free photosensitizers and reactive oxygen species (ROS) producers. Here, two new diketopyrrolopyrrole-C60 conjugates were efficiently synthesized and characterized. The conjugates show broadband absorption in the visible spectral region, in which diketopyrrolopyrrole dyes act as light-harvesting antenna with very high capacity to populate excited triplet states. Furthermore, the ability of diketopyrrolopyrrole-C60 systems to generate singlet mol. oxygen was explored for the first time in solvents of different polarities. The exptl. results show that these architectures exhibit very high production rates of this ROS. In addition, a preliminary study on Staphylococcus aureus cell suspensions indicates that both conjugates exhibit phototoxicity after irradiation with green LED light. Thus, the data obtained provide evidence that these diketopyrrolopyrrole-C60 architectures act as potential heavy atom-free photosensitizers in photodynamic inactivation of microorganisms and other singlet oxygen-mediated applications. The experimental process involved the reaction of 4-Iodobenzaldehyde(cas: 15164-44-0Synthetic Route of C7H5IO)

4-Iodobenzaldehyde(cas: 15164-44-0) is used in synthesis of 4-[2-(trimethylsilyl)ethynyl]benzaldehyde, 5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin, and 5,15-dimesityl-10-[3,5-bis{2-[4-(N,N’-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin.Synthetic Route of C7H5IO

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

《A novel magnetically recoverable palladium nanocatalyst containing organoselenium ligand for the synthesis of biaryls via Suzuki-Miyaura coupling reaction》 was published in Journal of Physics and Chemistry of Solids in 2020. These research results belong to Rangraz, Yalda; Nemati, Firouzeh; Elhampour, Ali. Electric Literature of C7H7I The article mentions the following:

In the present work, a novel heterogeneous catalytic system involving palladium(II) complex as moisture- and air-stable organoselenium ligand supported on Fe3O4 nanoparticles modified by SiO2/azidopropyltrimethoxy silane was designed, synthesized and characterized using various physicochem. methods inclusive of VSM, EDX, FE-SEM, TG, XRD, and FT-IR spectroscopy. The catalytic activity of the synthesized magnetic nanocatalyst which named Fe3O4@SiO2-T-Se/Pd(II) was evaluated in Suzuki-Miyaura coupling reactions for the preparation of corresponding biaryls RR1 (R = Ph, 1-naphthyl, 2-thiophenyl, etc.; R1 = Ph, 4-fluorophenyl, 4-methylphenyl) using diverse aryl halides RX (X = I, Br) and arylboronic acids R1B(OH)2. The mild reaction conditions, variety of substrate scope, good yield, low reaction time, high stability, utilization of organoselenium compound as an air and moisture insensitive ligand and its immobilization on solid support, and more importantly effortless recovery and recyclability of the catalyst up to seven consecutive runs with no remarkable change in its activity are some of the interesting features of this protocol that makes it more beneficial from both industrial and environmental points of view. After reading the article, we found that the author used 1-Iodo-4-methylbenzene(cas: 624-31-7Electric Literature of C7H7I)

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.Electric Literature of C7H7I

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

In 2019,Asian Journal of Organic Chemistry included an article by Padmavathi, Rayavarapu; Babu, Srinivasarao Arulananda. Synthetic Route of C7H7I. The article was titled 《Palladium-Catalyzed 8-Aminoquinoline-Aided sp2 δ-C-H Intramolecular Amidation/Annulation: A Route to Tricyclic Quinolones》. The information in the text is summarized as follows:

Systematic investigations of a Pd(II)-catalyzed, 8-aminoquinoline directing group (DG)-aided sp2 δ-C-H amidation (C-N bond formation) of different biaryl carboxamides were reported. Various biaryl carboxamides with suitably positioned sp2 δ-C-H bond with respect to the DG were assembled via β-C-H arylation and then they were subjected to Pd(II)-catalyzed sp2 δ-C-H intramol. amidation/annulation reactions. While the intramol. amidation of the sp2 δ-C-H bond of some carboxamides was not fruitful, several biaryl carboxamides underwent intramol. amidation of their sp2 δ-C-H bonds to afford various tricyclic quinolone motifs such as, phenanthridin-6(5H)-ones and thieno-/furo-/pyrrolo-[2,3-c]quinolin-4(5H)-ones. The assembly of the required biaryl carboxamides possessing the sp2 δ-C-H bond via the β-C-H arylation and the successive intramol. amidation (C-N bond formation) of the resulting biaryl carboxamides were also performed in one-pot reaction conditions to afford tricyclic quinolones. In addition to this study using 1-Iodo-4-methylbenzene, there are many other studies that have used 1-Iodo-4-methylbenzene(cas: 624-31-7Synthetic Route of C7H7I) was used in this study.

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.Synthetic Route of C7H7I

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

In 2019,Research on Chemical Intermediates included an article by Nikpassand, Mohammad; Fekri, Leila Zare; Rahro, Parissa Naddaf. Reference of 4-Iodobenzaldehyde. The article was titled 《Catalyst-free grinding method: a new avenue for synthesis of 6-amino-3-methyl-4-aryl-1H-pyrazolo[3,4-b]pyridine-5-carbonitrile and DFT studies on the mechanistic pathway of this category of compounds》. The information in the text is summarized as follows:

An efficient, one-pot, catalyst-free grinding procedure for synthesis of 6-amino-3-methyl-4-aryl-1H-pyrazolo[3,4-b]pyridine-5-carbonitriles I [X = H, 3-Cl, 4-OMe, etc.] was reported. The condensation of substituted benzaldehydes, 3-amino-5-methylpyrazole and malononitrile according to a three-component reaction was investigated using d. functional theory (DFT) at B3LYP/6-311G level to explore the reaction mechanism. All the routes were studied, the structure of the intermediates was optimized and all the resp. transition states were found. The results of the calculations showed that the proposed mechanism relies on four intermediates. The results came from multiple reactions, including the reaction of 4-Iodobenzaldehyde(cas: 15164-44-0Reference of 4-Iodobenzaldehyde)

4-Iodobenzaldehyde(cas: 15164-44-0) is used in synthesis of 4-[2-(trimethylsilyl)ethynyl]benzaldehyde, 5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin, and 5,15-dimesityl-10-[3,5-bis{2-[4-(N,N’-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin.Reference of 4-Iodobenzaldehyde

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

In 2019,Journal of the American Chemical Society included an article by Swyka, Robert A.; Zhang, Wandi; Richardson, Jeffery; Ruble, J. Craig; Krische, Michael J.. Computed Properties of C7H7I. The article was titled 《Rhodium-Catalyzed Aldehyde Arylation via Formate-Mediated Transfer Hydrogenation: Beyond Metallic Reductants in Grignard/Nozaki-Hiyama-Kishi-Type Addition》. The information in the text is summarized as follows:

The first intermol. carbonyl arylations via transfer hydrogenative reductive coupling are described. Using rhodium catalysts modified by tBu2PMe, sodium formate-mediated reductive coupling of aryl iodides with aldehydes occurs in a chemoselective fashion in the presence of protic functional groups and lower halides. This work expands the emerging paradigm of transfer hydrogenative coupling as an alternative to pre-formed carbanions or metallic reductants in C=X addition The experimental part of the paper was very detailed, including the reaction process of 1-Iodo-4-methylbenzene(cas: 624-31-7Computed Properties of C7H7I)

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.Computed Properties of C7H7I

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

In 2018,Chaminda Lakmal, Hetti Handi; Xu, Joanna Xiuzhu; Xu, Xue; Ahmed, Bassem; Fong, Christopher; Szalda, David J.; Ramig, Keith; Sygula, Andrzej; Webster, Charles Edwin; Zhang, Dongmao; Cui, Xin published 《Synthesis of C-Unsubstituted 1,2-Diazetidines and Their Ring-Opening Reactions via Selective N-N Bond Cleavage》.Journal of Organic Chemistry published the findings.Name: 1,2-Diiodoethane The information in the text is summarized as follows:

C-Unsubstituted 1,2-diazetidines, a rarely studied type of four-membered heterocyclic compounds, were synthesized through an operationally simple intermol. vicinal disubstitution reaction. 1,2-Diazetidine derivatives bearing various N-arylsulfonyl groups were readily accessed and studied by exptl. and computed Raman spectra. The ring-opening reaction of the diazetidine was explored and resulted in the identification of a selective N-N bond cleavage with thiols as nucleophiles, which stereoselectively produced a new class of N-sulfenylimine derivatives with C-aminomethyl groups. In addition to this study using 1,2-Diiodoethane, there are many other studies that have used 1,2-Diiodoethane(cas: 624-73-7Name: 1,2-Diiodoethane) was used in this study.

1,2-Diiodoethane(cas: 624-73-7) is one of organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond. Iodo 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.Name: 1,2-Diiodoethane

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

In 2016,Huang, Huan-Ming; Procter, David J. published 《Radical-Radical Cyclization Cascades of Barbiturates Triggered by Electron-Transfer Reduction of Amide-Type Carbonyls》.Journal of the American Chemical Society published the findings.Name: 1,2-Diiodoethane The information in the text is summarized as follows:

Radical-radical cyclization cascades, triggered by single-electron transfer to amide-type carbonyls by SmI2-H2O, convert simple achiral barbiturates in one step to hemiaminal- or enamine-containing tricyclic scaffolds containing up to five contiguous stereocenters (including quaternary stereocenters). Furthermore, we describe the surprising beneficial effect of LiBr on the most challenging of the radical-radical cyclization cascades. An alternative fragmentation-radical cyclization sequence of related substrates allows access to bicyclic uracil derivatives The radical-radical cyclization process constitutes the first example of a radical cascade involving ET reduction of the amide carbonyl. Products of the cascade can be readily manipulated to give highly unusual and medicinally relevant bi- and tricyclic barbiturates. The results came from multiple reactions, including the reaction of 1,2-Diiodoethane(cas: 624-73-7Name: 1,2-Diiodoethane)

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.Name: 1,2-Diiodoethane

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

Application In Synthesis of 1-Iodopyrrolidine-2,5-dioneIn 2019 ,《Establishment of Guidelines for the Control of Glycosylation Reactions and Intermediates by Quantitative Assessment of Reactivity》 appeared in Angewandte Chemie, International Edition. The author of the article were Chang, Chun-Wei; Wu, Chia-Hui; Lin, Mei-Huei; Liao, Pin-Hsuan; Chang, Chun-Chi; Chuang, Hsiao-Han; Lin, Su-Ching; Lam, Sarah; Verma, Ved Prakash; Hsu, Chao-Ping; Wang, Cheng-Chung. The article conveys some information:

Stereocontrolled chem. glycosylation remains a major challenge despite vast efforts reported over many decades and so far still mainly relies on trial and error. Now it is shown that the relative reactivity value (RRV) of thioglycosides is an indicator for revealing stereoselectivities according to four types of acceptors. Mechanistic studies show that the reaction is dominated by two distinct intermediates: glycosyl triflates and glycosyl halides from N-halosuccinimide (NXS)/TfOH. The formation of glycosyl halide is highly correlated with the production of α-glycoside. These findings enable glycosylation reactions to be foreseen by using RRVs as an α/β-selectivity indicator and guidelines and rules to be developed for stereocontrolled glycosylation. In the part of experimental materials, we found many familiar compounds, such as 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

In 2022,Chinoy, Zoeisha S.; Moremen, Kelley W.; Friscourt, Frederic published an article in European Journal of Organic Chemistry. The title of the article was 《A Clickable Bio-orthogonal Sydnone-Aglycone for the Facile Preparation of a Core 1 O-Glycan-Array》.Related Products of 516-12-1 The author mentioned the following in the article:

Protein-O-glycosylation has been shown to be essential for many biol. processes. However, determining the exact relationship between O-glycan structures and their biol. activity remains challenging. Here we report that, unlike azides, sydnone can be incorporated as an aglycon into core 1 O-glycans early-on in their synthesis since it is compatible with carbohydrate chem. and enzymic glycosylation, allowing us to generate a small library of sydnone-containing core 1 O-glycans by chemoenzymic synthesis. The sydnone-aglycon was then employed for the facile preparation of an O-glycan array, via bio-orthogonal strain-promoted sydnone-alkyne cycloaddition click reaction, and in turn was utilized for the high-throughput screening of O-glycan-lectin interactions. This sydnone-aglycon, particularly adapted for O-glycomics, is a valuable chem. tool that complements the limited technologies available for investigating O-glycan structure-activity relationships. biotinylated glycans were immobilized on plates coated with NeutrAvidin, and the resulting glycan-array was probed with com. available fluorescently-labeled lectins.1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Related Products of 516-12-1) was used in this study.

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. Related Products of 516-12-1

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