Tag: 200-300

Liu, Kun; Studer, Armido published their research in Journal of the American Chemical Society in 2021. The article was titled 《Direct α-Acylation of Alkenes via N-Heterocyclic Carbene, Sulfinate, and Photoredox Cooperative Triple Catalysis》.Name: Trimethylsulfoxonium iodide The article contains the following contents:

N-Heterocyclic carbene (NHC) catalysis has emerged as a versatile tool in modern synthetic chem. Further increasing the complexity, several processes have been introduced that proceed via dual catalysis, where the NHC organocatalyst operates in concert with a second catalytic moiety, significantly enlarging the reaction scope. In biol. transformations, multiple catalysis is generally used to access complex natural products. Guided by that strategy, triple catalysis has been studied recently, where three different catalytic modes are merged in a single process. In this Communication, direct α-C-H acylation of various alkenes with aroyl fluorides using NHC, sulfinate, and photoredox cooperative triple catalysis is reported. The method allows the preparation of α-substituted vinyl ketones in moderate to high yields with excellent functional group tolerance. Mechanistic studies reveal that these cascades proceed through a sequential radical addition/coupling/elimination process. In contrast to known triple catalysis processes that operate via two sets of interwoven catalysis cycles, in the introduced process, all three cycles are interwoven. The experimental process involved the reaction of Trimethylsulfoxonium iodide(cas: 1774-47-6Name: Trimethylsulfoxonium iodide)

Trimethylsulfoxonium iodide(cas: 1774-47-6) reacts with sodium hydride to prepare dimethyloxosulfonium methylide, which is used as a methylene-transfer reagent in synthetic chemistry. It is used to prepare ylide, which reacts with carbonyl compounds to get epoxides.Name: Trimethylsulfoxonium iodide

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

《Visible-Light-Excited Room-Temperature Phosphorescence in Water by Cucurbit[8]uril-Mediated Supramolecular Assembly》 was written by Wang, Jie; Huang, Zizhao; Ma, Xiang; Tian, He. Reference of 1-Bromo-4-iodobenzene And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

Solid-state materials with efficient room-temperature phosphorescence (RTP) emissions have found widespread applications in materials science, while liquid or solution-phase pure organic RTP emission systems has been rarely reported, because of the nonradiative decay and quenchers from the liquid medium. Reported here is the first example of visible-light-excited pure organic RTP in aqueous solution by using a supramol. host-guest assembly strategy. The unique cucurbit[8]uril-mediated quaternary stacking structure allows tunable photoluminescence and visible-light excitation, enabling the fabrication of multicolor hydrogels and cell imaging. The present assembly-induced emission approach, as a proof of concept, contributes to the construction of novel metal-free RTP systems with tunable photoluminescence in aqueous solution, providing broad opportunities for further applications in biol. imaging, detection, optical sensors, and so forth.1-Bromo-4-iodobenzene(cas: 589-87-7Reference of 1-Bromo-4-iodobenzene) was used in this study.

1-Bromo-4-iodobenzene(cas: 589-87-7) is mainly used as the OLED pharmaceutical intermediate, as reagent for in situ desilylation and coupling of silylated alkynes, as substrate in copper-free Sonogashira coupling in aqueous acetone..Reference of 1-Bromo-4-iodobenzene It is also used in synthesis of β,β,dibromostyrenes, as starting reagent in the total syntheses of ent-conduramine A and ent-7-deoxypancratistatin (alkaloids)

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

《Novel D-π-A type near-infrared fluorescent probes for the detection of Aβ40 aggregates》 was written by Lv, Guanglei; Xu, Yunze; Yang, Jiajia; Li, Wenhui; Li, Chunxia; Sun, Anyang. Synthetic Route of C7H5IO And the article was included in Analyst (Cambridge, United Kingdom) in 2020. The article conveys some information:

Aberrant accumulation of Amyloid-β (Aβ) peptide is closely related to Alzheimer′s disease. Thus, it is important to develop featured probes for the specific detection of Aβ species. Herein, the authors designed and synthesized a novel near-IR fluorescent probe SDPY based on the D-π-A architecture for the detection of Aβ aggregates. The probe SDPY displayed higher affinity for Aβ40 aggregates over Aβ42 aggregates in solution (Kd = 164 nM vs. 2.1 μM). In addition, SDPY showed excellent anti-interference against a wide range of other substances. Furthermore, SDPY was capable of labeling Aβ40 aggregates better than Aβ42 aggregates in the brain sections of AD transgenic mouse models.4-Iodobenzaldehyde(cas: 15164-44-0Synthetic Route of C7H5IO) was used in this study.

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

《Ring Opening of Donor-Acceptor Cyclopropanes with Cyanide Ion and Its Surrogates》 was written by Boichenko, Maksim A.; Andreev, Ivan A.; Chagarovskiy, Alexey O.; Levina, Irina I.; Zhokhov, Sergey S.; Trushkov, Igor V.; Ivanova, Olga A.. Computed Properties of C3H9IOS And the article was included in Journal of Organic Chemistry in 2020. The article conveys some information:

A straightforward method for ring opening of donor-acceptor cyclopropanes with trimethylsilyl cyanide as a surrogate of cyanide ion in the presence of B(C6F5)3 or trifluoromethanesulfonic acid as a catalyst has been developed. The methodol. provides a short route to gamma-cyanoesters that can be useful synthetic intermediates for the synthesis of diverse bioactive mols. such as glutaric and delta-aminovaleric acid derivatives, 3-arylpiperidines or other substituted phenethylamines. Oppositely, the attempts to synthesize these gamma-cyanoesters by direct reaction of cyclopropanes with sodium cyanide under typical SN2 conditions led to the formation of 2-arylsuccinonitriles. The experimental part of the paper was very detailed, including the reaction process of Trimethylsulfoxonium iodide(cas: 1774-47-6Computed Properties of C3H9IOS)

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.Computed Properties of C3H9IOS

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

《Ligand-Controlled Direct γ-C-H Arylation of Aldehydes》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Li, Bijin; Lawrence, Brianna; Li, Guigen; Ge, Haibo. Product Details of 624-31-7 The article mentions the following:

The first example of PdII-catalyzed γ-C(sp3)-H functionalization of aliphatic and benzoheteroaryl aldehydes was developed using a transient ligand and an external ligand, concurrently. A wide array of γ-arylated aldehydes were readily accessed without preinstalling internal directing groups. The catalytic mechanism was studied by performing deuterium-labeling experiments, which indicated that the γ-C(sp3)-H bond cleavage is the rate-limiting step during the reaction process. This reaction could be performed on a gram scale, and also demonstrated its potential application in the synthesis of new mechanofluorochromic materials with blue-shifted mechanochromic properties. In the experiment, the researchers used 1-Iodo-4-methylbenzene(cas: 624-31-7Product Details of 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.Product Details of 624-31-7

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

The author of 《Rational design of cyclopenta[2,1-b;3,4-b’]dithiophene-bridged hole transporting materials for highly efficient and stable perovskite solar cells》 were Lin, Yan-Duo; Lee, Kun-Mu; Ke, Bo-Yu; Chen, Kai-Shiang; Cheng, Hao-Chien; Lin, Wei-Juih; Chang, Sheng Hsiung; Wu, Chun-Guey; Kuo, Ming-Chung; Chung, Hsin-Cheng; Chou, Chien-Chun; Chen, Heng-Yu; Liau, Kang-Ling; Chow, Tahsin J.; Sun, Shih-Sheng. And the article was published in Energy Technology (Weinheim, Germany) in 2019. Quality Control of 1-Bromo-4-iodobenzene The author mentioned the following in the article:

A series of small-mol.-based hole-transporting materials (HTMs) featuring a 4H-cyclopenta[2,1-b : 3,4-b]dithiophene as the central core with triphenylamine- and carbazole-based side groups was synthesized and evaluated for perovskite solar cells. The correlations of the chem. structure of the HTMs on the photovoltaic performance were explored through different combinations of the central π-bridge moieties. The optical and electrochem. properties, energy levels, and hole mobility were systematically investigated, revealing the significant influence of the central core planarity and packing structure on their photovoltaic performance. The optimized device based on CT1 exhibited a PCE (power conversion efficiency) of 17.71% with a device architecture of FTO/TiO2 compact layer/TiO2 mesoporous/CH3NH3PbI3/HTM/MoO3/Ag, which was found to be on par with that of a cell fabricated based on state-of-the-art spiro-OMeTAD (16.97%) as HTM. Moreover, stability assessment showed an improved stability for CPDT-based HTMs in comparison with spiro-OMeTAD over 1300 h. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-iodobenzene(cas: 589-87-7Quality Control of 1-Bromo-4-iodobenzene)

1-Bromo-4-iodobenzene(cas: 589-87-7) is mainly used as the OLED pharmaceutical intermediate, as reagent for in situ desilylation and coupling of silylated alkynes, as substrate in copper-free Sonogashira coupling in aqueous acetone..Quality Control of 1-Bromo-4-iodobenzene It is also used in synthesis of β,β,dibromostyrenes, as starting reagent in the total syntheses of ent-conduramine A and ent-7-deoxypancratistatin (alkaloids)

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

The author of 《Pd@GO/Fe3O4/PAA/DCA: a novel magnetic heterogeneous catalyst for promoting the Sonogashira cross-coupling reaction》 were Daraie, Mansoureh; Heravi, Majid M.; Kazemi, Shaghayegh Sadat. And the article was published in Journal of Coordination Chemistry in 2019. Synthetic Route of C10H7I The author mentioned the following in the article:

A hybrid system involving graphene oxide (GO), magnetic oxide (Fe3O4), acrylamide and dicyandiamide was prepared via amine functionalization of GO/Fe3O4 by covalent bonding with acrylamide and subsequent reaction with dicyandiamide to provide a multinitrogen containing polymer on the surface of GO. This hybrid system was used as a heterogeneous catalyst support for immobilizing Pd nanoparticles to provide the hybrid, Pd@GO/Fe3O4/PAA/DCA. This nano-Pd composite was characterized using FTIR, TEM, SEM, vibrating sample magnetometer, TGA, x-ray diffraction, and ICP techniques and used for promoting Sonogashira cross-coupling under mild reaction conditions. This heterogeneous and magnetic catalyst was easily separated by external magnet and was reused in a model reaction, efficiently up to six times with slight loss of catalytic activity and Pd leaching, showing the suitability of GO/Fe3O4/PAA/DCA for embedding Pd nanoparticles. To check the effect of the number of surface nitrogens of the polymeric chain on the catalytic performance, the activity of the catalyst was compared with Pd@GO/Fe3O4/PAA; increased number of the surface nitrogens on the chain polymer leads to higher loading of Pd and lower the Pd leaching. In the experimental materials used by the author, we found 1-Iodonaphthalene(cas: 90-14-2Synthetic Route of C10H7I)

1-Iodonaphthalene(cas: 90-14-2) 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.Synthetic Route of C10H7I

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

The author of 《Intestinal electrogenic sodium-dependent glucose absorption in tilapia and trout reveal species differences in SLC5A-associated kinetic segmental segregation》 were Subramaniam, Marina; Weber, Lynn P.; Loewen, Matthew E.. And the article was published in American Journal of Physiology in 2019. Safety of 1-Iodopyrrolidine-2,5-dione The author mentioned the following in the article:

Electrogenic sodium-dependent glucose transport along the length of the intestine was compared between the omnivorous Nile tilapia (Oreochromis niloticus) and the carnivorous rainbow trout (Oncorhynchus mykiss) in Ussing chambers. In tilapia, a high-affinity, high-capacity kinetic system accounted for the transport throughout the proximal intestine, midintestine, and hindgut segments. Similar dapagliflozin and phloridzin dihydrate inhibition across all segments support this homogenous high-affinity, high-capacity system throughout the tilapia intestine. Genomic and gene expression anal. supported findings by identifying 10 of the known 12 SLC5A family members, with homogeneous expression throughout the segments with dominant expression of sodium-glucose cotransporter 1 (SGLT1; SLC5A1) and sodium-myoinositol cotransporter 2 (SMIT2; SLC5A11). In contrast, trout’s electrogenic sodium-dependent glucose absorption was 20-35 times lower and segregated into three significantly different kinetic systems found in different anatomical segments: a high-affinity, low-capacity system in the pyloric ceca; a super-high-affinity, low-capacity system in the midgut; and a low-affinity, low-capacity system in the hindgut. Genomic and gene expression anal. found 5 of the known 12 SLC5A family members with dominant expression of SGLT1 (SLC5A1), sodium-glucose cotransporter 2 (SGLT2; SLC5A2), and SMIT2 (SLC5A11) in the pyloric ceca, and only SGLT1 (SLC5A1) in the midgut, accounting for differences in kinetics between the two. The hindgut presented a low-affinity, low-capacity system partially attributed to a decrease in SGLT1 (SLC5A1). Overall, the omnivorous tilapia had a higher electrogenic glucose absorption than the carnivorous trout, represented with different kinetic systems and a greater expression and number of SLC5A orthologs. Fish differ from mammals, having hindgut electrogenic glucose absorption and segment specific transport kinetics. The experimental part of the paper was very detailed, including the reaction process of 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

SDS of cas: 63069-48-7In 2021 ,《Iodine-Catalyzed Methylthiolative Annulation of 2-Alkynyl Biaryls with DMSO: A Metal-Free Approach to 9-Sulfenylphenanthrenes》 was published in Journal of Organic Chemistry. The article was written by Mukherjee, Nilanjana; Chatterjee, Tanmay. The article contains the following contents:

An iodine-catalyzed sustainable, cost-effective, and atom-economic synthetic methodol. is developed to synthesize a wide variety of valuable sulfenylphenanthrenes I (R = Me, CD3, Ph; R1 = C6H5, 4-CN-C6H4, 3-CH3-C6H4, etc.; R2 = H, 6-Cl; R3 = H, 2-Cl, 2-Br, 2-F, etc.) and polycyclic heteroaromatics e.g., II in moderate to high yield through electrophilic thiolative annulation of 2-alkynyl biaryls such as., 3-(2-(Phenylethynyl)phenyl)thiophene (6-endo-dig cyclization) using Me sulfoxides such as DMSO (DMSO) as the sulfur source under transition-metal-free conditions. The transformation requires only iodine in a catalytic amount and trifluoroacetic anhydride. Notably, DMSO played multiple roles such as methylthiolating reagent, oxidant, and solvent in this reaction. The experimental process involved the reaction of 4-Chloro-2-iodoaniline(cas: 63069-48-7SDS of cas: 63069-48-7)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Examples of direct uses of amines and their salts are as corrosion inhibitors in boilers and in lubricating oils (morpholine), as antioxidants for rubber and roofing asphalt (diarylamines), as stabilizers for cellulose nitrate explosives (diphenylamine), as protectants against damage from gamma radiation (diarylamines), as developers in photography (aromatic diamines), as flotation agents in mining, as anticling and waterproofing agents for textiles, as fabric softeners, in paper coating, and for solubilizing herbicides.SDS of cas: 63069-48-7

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

Reference of 1,2-DiiodoethaneIn 2015 ,《SmI2-mediated dimerization of indolylbutenones and synthesis of the myxobacterial natural product indiacen B》 was published in Beilstein Journal of Organic Chemistry. The article was written by Marsch, Nils; Jones, Peter G.; Lindel, Thomas. The article contains the following contents:

The synthesis and reactivity of indole derivatives substituted in the benzene section was studied. Starting materials 4- and 6-iodoindole were conveniently prepared via the Batcho-Leimgruber route and purified by sublimation. Novel vicinally indolyl-substituted cyclopentanols with unexpected cis-configuration were formed by SmI2-mediated reductive dimerization of a 4-(indol-6-yl)butenone, obtained by Heck reaction (I → II with R1 = OH, R2 = Me and vice versa). The two indolyl units appear to chelate Sm(II)/(III) leading to a gauche-type arrangement at the newly formed bond between the two β-carbons. Through a sequence of Sonogashira cross coupling and Meyer-Schuster rearrangement 6-prenoylindole was synthesized and reductively dimerized to a cyclopentane in a [3 + 2] cycloaddition by treatment with SmI2 in THF. From 4-iodoindole, the natural product indiacen B (III) from the myxobacterium Sandaracinus amylolyticus was synthesized for the first time, confirming its antimicrobial activity. The E-configuration of the chloroalkene moiety of indiacen B was confirmed by X-ray anal. In addition to this study using 1,2-Diiodoethane, there are many other studies that have used 1,2-Diiodoethane(cas: 624-73-7Reference of 1,2-Diiodoethane) was used in this study.

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.Reference of 1,2-Diiodoethane

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