Tag: 200-300

Mayhugh, Amy L.; Luscombe, Christine K. published their research in Organic Letters in 2021. The article was titled 《Room Temperature C-H Arylation of Benzofurans by Aryl Iodides》.Name: 4-Iodobenzaldehyde The article contains the following contents:

A robust method for room temperature direct arylation of benzofurans by aryl iodides is reported. This discovery allows for mild arylation by com. available aryl iodides with complete C-2 regioselectivity and tolerates a range of functional groups, including heat sensitive groups. Mechanistically, a Heck-type oxyarylation product from a direct arylation process is reported as a key piece of evidence for a carbopalladation intermediate. In the experiment, the researchers used many compounds, for example, 4-Iodobenzaldehyde(cas: 15164-44-0Name: 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.Name: 4-Iodobenzaldehyde

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

Danilkina, Natalia A.; Andrievskaya, Ekaterina V.; Vasileva, Anna V.; Lyapunova, Anna G.; Rumyantsev, Andrey M.; Kuzmin, Andrey A.; Bessonova, Elena A.; Balova, Irina A. published their research in Molecules in 2021. The article was titled 《4-Azidocinnoline-Cinnoline-4-amine Pair as a New Fluorogenic and Fluorochromic Environment-Sensitive Probe》.Formula: C6H5ClIN The article contains the following contents:

A new type of fluorogenic and fluorochromic probe based on the reduction of weakly fluorescent 4-azido-6-(4-cyanophenyl)cinnoline to the corresponding fluorescent cinnoline-4-amine was developed. It was found that the fluorescence of 6-(4-cyanophenyl)cinnoline-4-amine was strongly affected by the nature of the solvent. The fluorogenic effect for the amine was detected in polar solvents with the strongest fluorescence increase in water. The environment-sensitive fluorogenic properties of cinnoline-4-amine in water were explained as a combination of two types of fluorescence mechanisms: aggregation-induced emission (AIE) and excited state intermol. proton transfer (ESPT). The suitability of an azide-amine pair as a fluorogenic probe was tested using a HepG2 hepatic cancer cell line with detection by fluorescent microscopy, flow cytometry, and HPLC anal. of cells lysates. The results obtained confirm the possibility of the transformation of the azide to amine in cells and the potential applicability of the discovered fluorogenic and fluorochromic probe for different anal. and biol. applications in aqueous medium.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. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.Formula: C6H5ClIN

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

Misal, Balu; Palav, Amey; Ganwir, Prerna; Chaturbhuj, Ganesh published their research in Tetrahedron Letters in 2021. The article was titled 《Sulfated polyborate-H2O assisted tunable activation of N-iodosuccinimide for expeditious mono and diiodination of arenes》.Reference of 4-Chloro-2-iodoaniline The article contains the following contents:

Owing to both Lewis and Bronsted acid active sites on sulfated polyborate under homogeneous conditions, iodination protocol of arenes was developed, which can meet the requirement of regioselectivity and higher yield. The sulfated polyborate activated N-iodosuccinimide for mono iodination of highly activated substrates viz. phenols, anilines under anhydrous condition. Water tuned sulfated polyborate to generate more Bronsted acid sites resulting in rapid activation of NIS for diiodination. The protocol was equally applicable to diiodination of 4-hydroxyphenylacetic acid to synthesize 4-hydroxy-3,5-diiodophenylacetic acid, an intermediate of tiratricol, a thyroid treatment drug. This protocol was further integrated via one-pot sequential iodination and Sonogashira coupling to synthesize aryl acetylenes, building blocks for the synthesis of a variety of specialty chems., API and natural products. After reading the article, we found that the author used 4-Chloro-2-iodoaniline(cas: 63069-48-7Reference of 4-Chloro-2-iodoaniline)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.Reference of 4-Chloro-2-iodoaniline

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

《Glycinamide hydrochloride as a transient directing group: Synthesis of 2-benzylbenzaldehydes by C(sp3)-H arylation》 was written by Wen, Fei; Li, Zheng. Recommanded Product: 1-Bromo-3-iodobenzene And the article was included in Synthetic Communications in 2020. The article conveys some information:

Glycinamide hydrochloride as an inexpensive and com. available transient directing group for the C(sp3)-H arylation of 2-methylbenzaldehydes was described. A series of practical 2-benzylbenzaldehydes bearing various functional groups were efficiently synthesized in satisfactory yield by this strategy. This method was also be extended to gram scale. In the part of experimental materials, we found many familiar compounds, such as 1-Bromo-3-iodobenzene(cas: 591-18-4Recommanded Product: 1-Bromo-3-iodobenzene)

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.Recommanded Product: 1-Bromo-3-iodobenzene

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

《Pd1/CeO2 single-atom catalyst for alkoxycarbonylation of aryl iodides》 was published in Science China Materials in 2020. These research results belong to Chen, Fang; Li, Tianbo; Pan, Xiaoli; Guo, Yalin; Han, Bing; Liu, Fei; Qiao, Botao; Wang, Aiqin; Zhang, Tao. Quality Control of 1-Iodonaphthalene The article mentions the following:

Herein, Pd1/CeO2 single-atom catalyst showed good performance in the alkoxycarbonylation of aryl iodides was firstly reported. Under base-free and ligand-free conditions, Pd1/CeO2 single-atom catalyst could transfer different aryl iodides to corresponding products. The catalyst could be easily recovered and reused four times without significant loss of reactivity.1-Iodonaphthalene(cas: 90-14-2Quality Control of 1-Iodonaphthalene) was used in this study.

1-Iodonaphthalene(cas: 90-14-2) 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.Quality Control of 1-Iodonaphthalene

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

《Redox-neutral photochemical Heck-type arylation of vinylphenols activated by visible light》 was published in Chemical Science in 2020. These research results belong to Liang, Kangjiang; Li, Tao; Li, Na; Zhang, Yang; Shen, Lei; Ma, Zhixian; Xia, Chengfeng. Category: iodides-buliding-blocks The article mentions the following:

Disclosed herein is a photochem. Heck-type arylation of vinylphenols with non-activated aryl and heteroaryl halides under visible light irradiation Preliminary mechanistic studies suggested that the colored vinylphenolate anions acted as a strong reducing photoactivator to directly activate (hetero)aryl halides without the need for any sacrificial reductants. The photochem. generated aryl radicals coupled with another mol. of vinylphenol to afford the Heck-type arylation product in a regiospecific and stereoselective manner. The developed photochem. arylation protocol showed exceptional functional group tolerance and was successfully applied in the challenging late-stage modification of natural products without any protection-deprotection procedures. 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. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Category: iodides-buliding-blocks Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics.

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

The author of 《Rh(II)-Catalyzed Nitrene-Transfer [5 + 1] Cycloadditions of Aryl-Substituted Vinylcyclopropanes》 were Combee, Logan A.; Johnson, Shea L.; Laudenschlager, Julie E.; Hilinski, Michael K.. And the article was published in Organic Letters in 2019. Quality Control of Trimethylsulfoxonium iodide The author mentioned the following in the article:

Formal [5 + 1] cycloadditions between aryl-substituted vinylcyclopropanes and nitrenoid precursors are reported. The method, which employs Rh2(esp)2 as a catalyst, leads to the highly regioselective formation of substituted tetrahydropyridines. Preliminary mechanistic studies support a stepwise, polar mechanism enabled by the previously observed Lewis acidity of Rh-nitrenoids. Overall, this work expands the application of nitrene-transfer cycloaddition, a relatively underexplored approach to heterocycle synthesis, to the formation of six-membered rings. In addition to this study using Trimethylsulfoxonium iodide, there are many other studies that have used Trimethylsulfoxonium iodide(cas: 1774-47-6Quality Control of Trimethylsulfoxonium iodide) was used in this study.

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.Quality Control of Trimethylsulfoxonium iodide

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

The author of 《Gold-Catalyzed 1,2-Oxyalkynylation of N-Allenamides with Ethylnylbenziodoxolones》 were Banerjee, Somsuvra; Senthilkumar, Beeran; Patil, Nitin T.. And the article was published in Organic Letters in 2019. Recommanded Product: 88-67-5 The author mentioned the following in the article:

A gold-catalyzed 1,2-oxyalkynylation of N-allenamides with ethylnylbenziodoxolones (EBXs) has been achieved for the first time. The reaction, which follows a redox-neutral Au(I)/Au(III) catalytic pathway, was enabled in an attempt to exhaust the EBX reagents atom-economically by putting the nucleophilic carboxylate part of EBXs to appropriate use. This constitutes the first example for gold-catalyzed β-alkynylation of N-allenamides to construct highly valuable 1,3-enynes. The potential of the sequence is further documented by some follow-up transformations. In addition to this study using 2-Iodobenzoic acid, there are many other studies that have used 2-Iodobenzoic acid(cas: 88-67-5Recommanded Product: 88-67-5) was used in this study.

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. Recommanded Product: 88-67-5 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

The author of 《Synthesis, Characterization, and Reactivity of an Ethynyl Benziodoxolone (EBX)-Acetonitrile Complex》 were Yudasaka, Masaharu; Shimbo, Daisuke; Maruyama, Toshifumi; Tada, Norihiro; Itoh, Akichika. And the article was published in Organic Letters in 2019. Application of 88-67-5 The author mentioned the following in the article:

The synthesis of a crystalline ethynyl-1,2-benziodoxol-3(1H)-one (EBX)-acetonitrile complex is described. EBX has been widely used as an active species for a variety of reactions; however, its high instability has so far prevented its isolation. The EBX-acetonitrile is self-assembled into a double-layered honeycomb structure through weak hypervalent iodine secondary interactions and hydrogen bonding. The N-ethynylation of a variety of sulfonamides using the EBX-acetonitrile complex as a substrate under mild conditions is also described.2-Iodobenzoic acid(cas: 88-67-5Application of 88-67-5) was used in this study.

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. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine.Application of 88-67-5

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

In 2019,Organic Letters included an article by Mishra, Uttam K.; Patel, Kaushalendra; Ramasastry, S. S. V.. Name: Trimethylsulfoxonium iodide. The article was titled 《Synthesis of Cyclopropanoids via Substrate-Based Cyclization Pathways》. The information in the text is summarized as follows:

A series of unexpected reactions triggered by the dimethyloxosulfonium methylide led to the discovery of unconventional approaches for the synthesis of cyclopropa-fused tetralones and indeno-spirocyclopropanes. These highly functionalized structures were further elaborated in one step to privileged scaffolds such as tetralones, indenones, and fluorenones. As a whole, the results presented herein establish new diversity-oriented folding pathways. In the part of experimental materials, we found many familiar compounds, such as Trimethylsulfoxonium iodide(cas: 1774-47-6Name: Trimethylsulfoxonium iodide)

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.Name: Trimethylsulfoxonium iodide

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