Month: October 2022

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,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

《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

《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

In 2022,Thakare, Milind S.; Pawar, Nilesh S.; Adole, Vishnu A.; Patil, Dipak B.; Patil, Vikas published an article in Journal of the Indian Chemical Society. The title of the article was 《Reactive sensing of gold (III) by coumarin tethered fluorescent probe through alkyne activation》.Product Details of 88-67-5 The author mentioned the following in the article:

A novel strategy, involving anchoring and un-anchoring of coumarin based fluorophore, has been established for the selective detection of Au3+ species. Selective sensing of Gold (Au3+) was triggered due to alkynophilicity of gold ions to create lateral fluorescence of a latent fluorophore. The 4-methyl-2-oxo-2H-chromen-7-yl 2-(2-phenylethynyl) benzoate (CEB) probe was synthesized by reacting 7-hydroxy-4-methylcoumarin with iodo-benzoic acid. CEB probe has an absorption at 300 nm and 335 nm which decreases gradually and new absorption appeared at 406 nm due to Au3+ promoted ester hydrolysis selectively over other metal ions with great sensitivity, which accompanies a turn on fluorescence change produced by 7-hydroxy coumarin. The principle behind this sensing strategy is activation of triple bond induced uniquely by Au+3 ions leading to cascade and delivers active fluorophore. The sensing mechanism was proposed and supported by 1H NMR, MS and TD-DFT experiments The d. functional theory (DFT) and time dependent d. functional theory (TD-DFT) theor. results of the CEB-probe and Au3+ reaction is in good agreement with the exptl. results. Addnl., probe could be well incorporated onto the test strips for effective detection of Au3+.2-Iodobenzoic acid(cas: 88-67-5Product Details of 88-67-5) was used in this study.

2-Iodobenzoic acid(cas: 88-67-5) belongs to organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source of iodine.Product Details of 88-67-5 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

In 2022,Zhang, Xing Xing; Diao, Liang Zhuo; Chen, Liu Zeng; Ma, Duo; Wang, Yu Meng; Jiang, Han; Ruan, Ban Feng; Liu, Xin Hua published an article in European Journal of Medicinal Chemistry. The title of the article was 《Discovery of 4-((E)-3,5-dimethoxy-2-((E)-2-nitrovinyl)styryl)aniline derivatives as potent and orally active NLRP3 inflammasome inhibitors for colitis》.Safety of 4-Iodobenzoic acid The author mentioned the following in the article:

A series of pterostilbene derivatives I [R1 = tert-Bu, Ph, 2-furyl, etc] were designed and synthesized based on previous SAR, leading to discovery of new effective NLRP3 inflammasome inhibitors with metabolic stability. Among them, the most effective compound I [R1 = 2-furyl] showed high inhibitory efficacy (against IL-1 β: IC50 = 1.23μM) and almost no toxicity (against IL-1 b: IC50 > 100μM). Further mechanism studies have showed that compound I [R1 = 2-furyl] directly targets the NLRP3 and affects the assembly of inflammasomes to inhibit the activation of NLRP3 inflammasomes. More importantly, in vitro experiments show that compound I [R1 = 2-furyl] has a significant therapeutic effect on DSS-induced colitis in mice with good metabolic stability to liver microsomes (t1/2 = 138.6 min). This research encourages the further development of more effective NLRP3 inflammasome inhibitors based on this chem. scaffold. In addition to this study using 4-Iodobenzoic acid, there are many other studies that have used 4-Iodobenzoic acid(cas: 619-58-9Safety of 4-Iodobenzoic acid) was used in this study.

4-Iodobenzoic acid(cas: 619-58-9) 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 4-Iodobenzoic acid

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

In 2022,Chen, Yuqing; Yan, Huaipu; Liao, Qian; Zhang, Dandan; Lin, Shuangjie; Hao, Erjun; Murtaza, Rukhsana; Li, Chenchen; Wu, Chao; Duan, Chunying; Shi, Lei published an article in Angewandte Chemie, International Edition. The title of the article was 《Synthesis of Homoallylic Amines by Radical Allylation of Imines with Butadiene under Photoredox Catalysis》.Name: tert-Butyl 4-iodopiperidine-1-carboxylate The author mentioned the following in the article:

A conceptually different radical-radical cross-coupling strategy for the synthesis of a homoallyl amines RCH2CH=CHCH2CH(NHR1)(R2) (R = oxetan-3-yl, 3-methylbut-3-en-1-yl, 2-(tert-butoxy)-2-oxoethyl, etc.; R1 = 4-fluorophenyl, 2,4,6-trimethylphenyl, naphthalen-2-yl, etc.; R2 = thiophen-2-yl, 3,4-dimethoxyphenyl, 4-[methoxy(oxo)methyl]phenyl, etc.) between an α-amino alkyl radical and a transient allylic radical have been reported. This metal-free method provided a novel approach for the synthesis of homoallylic amines (>80 examples) from readily available materials with excellent regioselectivity and exceptional broad functional group compatibility. The results came from multiple reactions, including the reaction of tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Name: tert-Butyl 4-iodopiperidine-1-carboxylate)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) 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: tert-Butyl 4-iodopiperidine-1-carboxylate

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

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