Month: October 2022

Application In Synthesis of Trimethylsulfoxonium iodideIn 2019 ,《Ruthenium(II)-catalyzed selective C-H bond activation of imidamides and coupling with sulfoxonium ylides: an efficient approach for the synthesis of highly functional 3-ketoindoles》 was published in Organic Chemistry Frontiers. The article was written by Wu, Chenglin; Zhou, Jianhui; He, Guoxue; Li, Huihui; Yang, Qiaolan; Wang, Run; Zhou, Yu; Liu, Hong. The article contains the following contents:

Ruthenium-catalyzed selective C-H bond activation of imidamides and annulation of sulfoxonium ylides were achieved, which afforded a series of 3-ketoindole derivatives in good yields with good functional group compatibility. The catalytic system generated an indole scaffold by C-N and C-S bond cleavage. This reaction constitutes the first intermol. coupling of ylides with arenes to afford a 3-ketoindole skeleton by ruthenium-catalyzed C-H activation and annulation cascade. In the experiment, the researchers used many compounds, for example, Trimethylsulfoxonium iodide(cas: 1774-47-6Application In Synthesis of 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.Application In Synthesis of Trimethylsulfoxonium iodide

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

In 2016,Hofmayer, Maximilian S.; Hammann, Jeffrey M.; Haas, Diana; Knochel, Paul published 《Cobalt-Catalyzed C(sp2)-C(sp3) Cross-Coupling Reactions of Diarylmanganese Reagents with Secondary Alkyl Iodides》.Organic Letters published the findings.Computed Properties of C10H18INO2 The information in the text is summarized as follows:

A cobalt-catalyzed cross-coupling of diarylmanganese reagents with secondary alkyl iodides using the THF-soluble salt CoCl2·2LiCl, which leads to the cross-coupling products in up to 92% yield, is reported. High diastereoselectivities can be reached in these cross-couplings (dr up to 99:1). Remarkably, rearrangement of secondary alkyl iodides to unbranched products was not observed in these C-C forming reactions. After reading the article, we found that the author used tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Computed Properties of C10H18INO2)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) 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 C10H18INO2

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

In 2019,Journal of Organic Chemistry included an article by Hu, Weiming; Teng, Fan; Hu, Huaanzi; Luo, Shuang; Zhu, Qiang. Safety of 4-Iodobenzaldehyde. The article was titled 《Pd-Catalyzed C(sp2)-H Imidoylative Annulation: A General Approach To Construct Dibenzoox(di)azepines》. The information in the text is summarized as follows:

In the presence of Pd(OAc)2 and PPh3, aryloxy- and arylaminoaryl isocyanides with ortho-substituents such as I (X = O, NMe) underwent cyclization reactions with aryl iodides such as iodobenzene to yield benzoxazines and benzodiazepines such as II (X = O, NMe) via isocyanide insertion and C-H activation reactions. This is the first example of seven-membered heterocycle formation by C-H imidoylative annulation. In addition to this study using 4-Iodobenzaldehyde, there are many other studies that have used 4-Iodobenzaldehyde(cas: 15164-44-0Safety of 4-Iodobenzaldehyde) 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.Safety of 4-Iodobenzaldehyde

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

In 2019,Journal of Physical Chemistry C included an article by Liu, Yifan; Zhang, Xiaomin; Li, Chen; Tian, Yuqi; Zhang, Fengyu; Wang, Yajun; Wu, Wenjun; Liu, Bo. Computed Properties of C6H4BrI. The article was titled 《Energy-Level Control via Molecular Planarization and Its Effect on Interfacial Charge-Transfer Processes in Dye-Sensitized Solar Cells》. The information in the text is summarized as follows:

As the critical property of the organic dye, the energy level determines the thermodn. possibilities and the efficiencies of multiple interfacial charge-transfer processes in dye-sensitized solar cells. Thus, a suitable energy level is highly required, and selective energy control becomes a quite important and systemic objective. Herein, a novel planar carbazole unit, which is synthesized through simple aryl immobilization, is applied as the donor segment in the D-A-π-A organic dye. The considerable dihedral angle between benzene and carbazole is almost eliminated, thus resulting in effective improvement of mol. planarity. As the planarity of donor segment enhances, the HOMO level of the dye increases, whereas its LUMO level remains around the same value, with respect to the twisted dye. Besides, with good mol. planarity, the interfacial charge-transfer processes, including charge injection, charge recombination, and dye regeneration, are efficiently improved. Consequently, the optimization of mol. planarity can selectively control the energy level of the dye, while multiple interfacial charge-transfer processes can also be finely optimized, providing a reasonable strategy to develop an efficient organic sensitizer with long-term photostability. The results came from multiple reactions, including the reaction of 1-Bromo-4-iodobenzene(cas: 589-87-7Computed Properties of C6H4BrI)

1-Bromo-4-iodobenzene(cas: 589-87-7) has been employed as reagent for in situ desilylation and coupling of silylated alkynes, as starting reagent in the total syntheses of ent-conduramine A and ent-7-deoxypancratistatin (alkaloids), as substrate in copper-free Sonogashira coupling in aqueous acetone in synthesis of β,β,dibromostyrenesComputed Properties of C6H4BrI

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

In 2019,Applied Organometallic Chemistry included an article by Wu, Feifei; Wang, Huanhong; Chen, Wanzhi. Application In Synthesis of 1-Iodonaphthalene. The article was titled 《Synthesis and characterization of palladium amido complexes containing pincer CNO ligands through nitrene insertion》. The information in the text is summarized as follows:

Catellani reactions of aryl iodides allow the double functionalization at the ortho and ipso positions in one pot. Catellani reactions involving a nitrene intermediate are not yet known. In this paper, a few palladium amino complexes were prepared from PdCl2, anthranil and iodoarenes, and their structures were determined by X-ray single-crystal diffraction. These complexes are supported by a pincer C,N,O tridentate ligand forming fused six-membered palladacycles. The high stability of the palladium complexes inhibits their reductive elimination.1-Iodonaphthalene(cas: 90-14-2Application In Synthesis of 1-Iodonaphthalene) was used in this study.

1-Iodonaphthalene(cas: 90-14-2) 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.Application In Synthesis of 1-Iodonaphthalene

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

The author of 《Selection of endogenous reference genes for qRT-PCR analysis in Camelina sativa and identification of FLOWERING LOCUS C allele-specific markers to differentiate summer- and winter-biotypes》 were Chao, Wun S.; Wang, Hongxia; Horvath, David P.; Anderson, James V.. And the article was published in Industrial Crops and Products in 2019. Name: 1-Iodopyrrolidine-2,5-dione The author mentioned the following in the article:

Quant. real-time polymerase chain reaction (qRT-PCR) anal. greatly relies on transcript normalization using stably expressed reference genes. This study identifies reference genes for qRT-PCR anal. in different organs and vernalized tissues of camelina (Camelina sativa). Nineteen stably expressed candidate reference genes from 22,157 genes were identified by RNAseq anal. of pre- and post-vernalized tissues of a summer- (CO46) and winter- (Joelle) biotype. Two addnl. candidate reference genes were also selected from orthologs of arabidopsis encoding ACTIN2 (ACT2) and NOT INDUCED BY SCLEROTINIA INFECTION (NIS). We also evaluated the transcript levels of three camelina plant genes, SUPPRESSOR OF OVEREXPRESSION OF CO 1 (SOC1), FLOWERING LOCUS C (FLC), and MADS AFFECTING FLOWERING 2 (MAF2), which are known to be differentially-regulated in response to cold temperatures The stability of transcript abundance was ranked using NormFinder, geNorm, BestKeeper, and Comparative aCT software. EXOCYST COMPLEX COMPONENT SEC3A (SEC3A), UBIQUINONE OXIDOREDUCTASE (UbOxRed), and RING-U-BOX domains-containing protein (RUB) were the most suitable reference genes for normalization of gene expression in camelina. In this study, SEC3A was used to normalize qRT-PCR expression data obtained using two sets of allele-specific FLC markers to differentiate summer- and winter-biotypes across 30 accessions of camelina. In the experiment, the researchers used many compounds, for example, 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Name: 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. Name: 1-Iodopyrrolidine-2,5-dione

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

The author of 《Photophysical and electroluminescence characteristics of polyfluorene derivatives with triphenylamine》 were Zhang, Qiang; Wang, Po-I.; Ong, Guang Liang; Tan, Shen Hoong; Tan, Zhong Wei; Hii, Yew Han; Wong, Yee Lin; Cheah, Khee Sang; Yap, Seong Ling; Ong, Teng Sian; Tou, Teck Yong; Nee, Chen Hon; Liaw, Der Jang; Yap, Seong Shan. And the article was published in Polymers (Basel, Switzerland) in 2019. Product Details of 589-87-7 The author mentioned the following in the article:

In this work, polymers of poly[(9,9-dioctylfluorenyl-2,7-diyl)-co-triphenylamine] with side chains containing: pyrene (C1), di-Ph (C2), naphthalene (C3), and iso-Pr (C6) structures were synthesized via a Suzuki coupling reaction. The structures were verified using NMR and cyclic voltammetry measurements provide the HOMO and LUMO of the polymers. The polymer with pyrene (C1) and naphthalene (C3) produced photoluminescence in the green while the polymer with the side chain containing di-Ph (C2) and iso-Pr (C6) produce dual emission peaks of blue-green photoluminescence (PL). In order to examine the electroluminescence properties of the polymers, the solutions were spin-coated onto patterned ITO anode, dried, and subsequently coated with an Al cathode layer to form pristine single layer polymer LEDs. The results are compared to a standard PFO sample. The electroluminescence spectra resemble the PL spectra for C1 and C3. The devices of C2, C3, and C6 exhibit voltage-dependent EL. An addnl. red emission peak was detected for C2 and C6, resulting in spectra with peaks at 435 nm, 490 nm, and 625 nm. The effects of the side chains on the spectral characteristics of the polymer are discussed. The results came from multiple reactions, including the reaction of 1-Bromo-4-iodobenzene(cas: 589-87-7Product Details of 589-87-7)

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..Product Details of 589-87-7 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

《Pd(II)-Catalyzed Direct γ-C(sp3)-H Arylation between Free β2-Amino Esters and β3-Amino Esters and Aryl Iodides Using a Catalytic Transient Directing Group》 was published in Journal of Organic Chemistry in 2020. These research results belong to Wang, Zhaohui; Fu, Yangjie; Zhang, Qiyu; Liu, Hong; Wang, Jiang. HPLC of Formula: 591-18-4 The article mentions the following:

Pd(II)-catalyzed direct γ-C(sp3)-H arylation coupling with free β2-amino esters and β3-amino esters using a com. available catalytic transient directing group has been developed. This approach features high efficiency, broad substrate tolerance, easily accessible starting materials, and mild reaction conditions. After reading the article, we found that the author used 1-Bromo-3-iodobenzene(cas: 591-18-4HPLC of Formula: 591-18-4)

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.HPLC of Formula: 591-18-4 Further, it is involved in the preparation of oxygen-tethered 1,6-enynes.

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

《Recyclable Heterogeneous Palladium-Catalyzed Cyclocarbonylation of 2-Iodoanilines with Acyl Chlorides in the Biomass-Derived Solvent 2-Methyltetrahydrofuran》 was written by Hao, Wenyan; Xu, Zhaotao; Zhou, Zebiao; Cai, Mingzhong. Related Products of 63069-48-7 And the article was included in Journal of Organic Chemistry in 2020. The article conveys some information:

A highly efficient, green palladium-catalyzed cyclocarbonylation of 2-iodoanilines with acyl chlorides has been developed that proceeds smoothly in a biomass-derived solvent 2-methyltetrahydrofuran with N,N-diisopropylethylamine as base at 100°C under 20 bar of carbon monoxide using an 2-aminoethylamino-modified MCM-41-anchored palladium acetate complex [2N-MCM-41-Pd(OAc)2] as a heterogeneous catalyst, yielding a wide variety of 2-substituted 4H-3,1-benzoxazin-4-one derivatives in good to excellent yields. This supported palladium catalyst could be facilely obtained by a two-step procedure from easily available starting materials and readily recovered via a simple filtration process and recycled at least 8 times without any apparent decrease in catalytic efficiency. The developed methodol. not only avoids the use of toxic solvents such as THF and DMF but also solves the basic problem of expensive palladium catalyst recovery and reuse and prevents effectively palladium contamination of the desired product. In addition to this study using 4-Chloro-2-iodoaniline, there are many other studies that have used 4-Chloro-2-iodoaniline(cas: 63069-48-7Related Products of 63069-48-7) was used in this study.

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Related Products of 63069-48-7

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

《Iodinated Choline Transport-Targeted Tracers》 was written by Svec, Pavel; Novy, Zbynek; Kucka, Jan; Petrik, Milos; Sedlacek, Ondrej; Kuchar, Martin; Liskova, Barbora; Medvedikova, Martina; Kolouchova, Kristyna; Groborz, Ondrej; Loukotova, Lenka; Konefal, Rafal L.; Hajduch, Marian; Hruby, Martin. Formula: C6H5IO And the article was included in Journal of Medicinal Chemistry in 2020. The article conveys some information:

We present a novel series of radioiodinated tracers and potential theranostics for diseases accompanied by pathol. function of proteins involved in choline transport. Unlike choline analogs labeled with 11C or 18F that are currently used in the clinic, the iodinated compounds described herein are applicable in positron emission tomog., single-photon emission computed tomog., and potentially in therapy, depending on the iodine isotope selection. Moreover, favorable half-lives of iodine isotopes result in much less challenging synthesis by isotope exchange reaction. Six of the described compounds were nanomolar ligands, and the best compound possessed an affinity 100-fold greater than that of choline. Biodistribution data of 125I-labeled ligands in human prostate carcinoma bearing (PC-3) mice revealed two compounds with a biodistribution profile superior to that of [18F]fluorocholine. In the experiment, the researchers used 3-Iodophenol(cas: 626-02-8Formula: C6H5IO)

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.Formula: C6H5IO

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