Month: October 2022

Alayrac, Carole; Witulski, Bernhard published an article in 2021. The article was titled 《Rhodium-catalyzed crossed [2+2+2] cycloaddition with ynamides: key-strategy for the concise total synthesis of 3-oxygenated carbazole alkaloids》, and you may find the article in Heterocycles.Safety of 4-Chloro-2-iodoaniline The information in the text is summarized as follows:

Total syntheses of a set of naturally occurring 3-oxygenated carbazole alkaloids – 6-chlorohyellazole, carazostatin, carbazomycins A and B – are described. The key-strategy underlines a highly chemo- and regioselective rhodium-catalyzed [2+2+2] cyclotrimerization between appropriately tailored yne-ynamides and 1-methoxypropyne that is stirred by the interplay of stereoelectronic and steric effects allowing the introduction of four ring substituents of the natural carbazoles within a single step and making the overall syntheses short and efficient. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodoaniline(cas: 63069-48-7Safety of 4-Chloro-2-iodoaniline)

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.Safety of 4-Chloro-2-iodoaniline

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

Sasmal, Sheuli; Prakash, Gaurav; Dutta, Uttam; Laskar, Ranjini; Lahiri, Goutam Kumar; Maiti, Debabrata published an article in 2022. The article was titled 《Directing group assisted rhodium catalyzed meta-C-H alkynylation of arenes》, and you may find the article in Chemical Science.HPLC of Formula: 88-67-5 The information in the text is summarized as follows:

Site-selective C-H alkynylation of arenes to produce aryl alkynes is a highly desirable transformation due to the prevalence of aryl alkynes in various natural products, drug mols. and in materials. To ensure site-selective C-H functionalization, directing group (DG) assisted C-H activation has been evolved as a useful synthetic tool. In contrast to DG-assisted ortho-C-H activation, distal meta-C-H activation is highly challenging and has attracted significant attention in recent years. However, developments are majorly focused on Pd-based catalytic systems. In order to diversify the scope of distal meta-C-H functionalization, herein the first Rh(I) catalyzed meta-C-H alkynylation protocol through the inverse Sonogashira coupling reaction is disclosed. The protocol is compatible with various substrate classes which include phenylacetic acids, hydrocinnamic acids, 2-Ph benzoic acids, 2-Ph phenols, benzyl sulfonates and ether-based scaffolds. The post-synthetic modification of meta-alkynylated arenes is also demonstrated through DG-removal as well as functional group interconversion. In the experimental materials used by the author, we found 2-Iodobenzoic acid(cas: 88-67-5HPLC of Formula: 88-67-5)

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.HPLC of Formula: 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,Xiao, Yong-Mei; Lv, Wen-Wen; Yuan, Jin-Wei; Yang, Liang-Ru; Mao, Pu; Mai, Wen-Peng published an article in ChemistrySelect. The title of the article was 《Nickel-Catalyzed Thiocarbonylation of Aryl Iodides with Dialkyl Disulfides for the Synthesis of Thioesters》.Recommanded Product: 625-99-0 The author mentioned the following in the article:

A nickel-catalyzed molybdenum-promoted carbonylative synthesis of thioesters between aryl iodides and dialkyl disulfides has been developed. This method provides a novel and practical route to aryl thioesters under CO-gas-free conditions. Using Mo(CO)6 as a solid CO source, many thioesters were obtained in moderate yields without expensive metals such as palladium. In the part of experimental materials, we found many familiar compounds, such as 1-Chloro-3-iodobenzene(cas: 625-99-0Recommanded Product: 625-99-0)

1-Chloro-3-iodobenzene(cas: 625-99-0) belongs to 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.Recommanded Product: 625-99-0

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

In 2022,Yang, Zhenjiao; Zhang, Yongsheng; Lv, Xingxian; Yang, Yang; Jiang, Chunhao; He, Xiaoyan; Chen, Guoliang; Huang, Gang; Lu, Xiuhong published an article in Green Chemistry. The title of the article was 《Copper and neocuproine catalysed synthesis of cinnamyl ether derivatives directly from secondary and tertiary cinnamyl alcohols》.Recommanded Product: 626-02-8 The author mentioned the following in the article:

A new method for the synthesis of secondary and tertiary cinnamyl ether derivatives, e.g., (E)-1-(3-ethoxy-3-methylbut-1-en-1-yl)-4-methylbenzene employing copper sulfate pentahydrate (CuSO4.5H2O) as a catalyst and neocuproine as a ligand, was developed. Interestingly, this method enabled the efficient connection of the long alkoxy chain with secondary or tertiary cinnamyl alcs.e.g., (E)-2-methyl-4-(p-tolyl)but-3-en-2-ol. Through this method, PEG-modified secondary and tertiary cinnamyl alcs. containing natural products and small mol. drugs were realized, providing a green method to generate functional cinnamyl ether derivatives directly. In the experimental materials used by the author, we found 3-Iodophenol(cas: 626-02-8Recommanded Product: 626-02-8)

3-Iodophenol(cas: 626-02-8) belongs to 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.Recommanded Product: 626-02-8

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

In 2022,Wang, Linhua; Zheng, Xuesong; Zheng, Qinze; Li, Zhenlong; Wu, Jian; Gao, Ge published an article in Organic Letters. The title of the article was 《Thioether-Assisted Cu-Catalyzed C5-H Arylation of Imidazo[1,5-a]pyridines》.Application In Synthesis of 4-Iodopyridine The author mentioned the following in the article:

A series of ethylthio (hetero)arylimidazo[1,5-a]pyridine derivatives I (R = 4-methylphenyl, pyridin-4-yl, 1-methyl-1H-indol-5-yl, etc.; R1 = H, Cl, Br, Me, Ph, 4-methoxyphenyl, 4-trifluoromethylphenyl; R2 = H, 6-Cl, 7-Me) was prepared via Cu-catalyzed regioselective C5-H arylation of imidazo[1,5-a]pyridines I (R = H) with aryl iodides RI with the assistance of an ethylthio group at the C3 position. This directing group could be easily removed to furnish a range of 5-(hetero)arylimidazo[1,5-a]pyridine derivatives e.g., II. The reaction tolerates a variety of functionalities and is compatible with sterically hindered substrates. After reading the article, we found that the author used 4-Iodopyridine(cas: 15854-87-2Application In Synthesis of 4-Iodopyridine)

4-Iodopyridine(cas: 15854-87-2) is used as a reagent in the synthesis of indazolylamides as glucocorticoid receptor agonists. 4-Iodopyridine is a halogenated heterocycle that is a building block for proteomics research.Application In Synthesis of 4-Iodopyridine

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

In 2022,Wen, Ya-Ting; Kong, Xiang-Tao; Liu, Hong-Chao; Wang, Cui-Tian; Wei, Wan-Xu; Wang, Bin; Liu, Xue-Yuan; Liang, Yong-Min published an article in Organic Letters. The title of the article was 《Ni-Catalyzed Remote Radical/Cross-Electrophile Coupling Cascade for Selective C(sp3)-H Arylation》.Synthetic Route of C5H4IN The author mentioned the following in the article:

An innovative 1,5-HAT cascade strategy was advanced for the nickel-catalyzed distal arylation via cross-electrophile coupling. Through specific migration, the remote C(sp3)-H bond was regioselectively activated, and Ar-I as the available electrophile is used for the construction of the C(sp3)-C(sp2) bond. This method also has broad applicability for benzylic and aliphatic N-fluorocarboxamides with yields up to 80%. Furthermore, a series of control experiments demonstrated that this reaction was probably initiated by a radical process.4-Iodopyridine(cas: 15854-87-2Synthetic Route of C5H4IN) was used in this study.

4-Iodopyridine(cas: 15854-87-2) is used as a reagent in the synthesis of indazolylamides as glucocorticoid receptor agonists. 4-Iodopyridine is a halogenated heterocycle that is a building block for proteomics research.Synthetic Route of C5H4IN

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

In 2022,Ye, Hai-Bing; Zhou, Xu-Yu; Li, Lei; He, Xiang-Kui; Xuan, Jun published an article in Organic Letters. The title of the article was 《Photochemical Synthesis of Succinic Ester-Containing Phenanthridines from Diazo Compounds as 1,4-Dicarbonyl Precursors》.Related Products of 63069-48-7 The author mentioned the following in the article:

Authors disclosed herein a straightforward photochem. method for the construction of phenanthridines containing a synthetically useful succinate unit. The reaction occurred under visible-light irradiation with cheap eosin Y Na as photoredox catalyst and a diazo compound as the succinate precursor. Under the optimal reaction conditions, a wide range of phenanthridines were obtained in moderate to good yields. Note that the succinate units in the final heterocycles could be easily transformed into many valuable structures, such as γ-butyrolactone, dihydrofuran-2(3H)-one, and THF. Mechanistic experiments were performed to support the proposed mechanism. After reading the article, we found that the author used 4-Chloro-2-iodoaniline(cas: 63069-48-7Related Products of 63069-48-7)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Related Products of 63069-48-7

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

Computed Properties of C6H5ClINIn 2022 ,《Cyclization of o-Alkynylisocyanobenzenes with 1,3-Dicarbonyl Compounds》 appeared in Synlett. The author of the article were La-ongthong, Kannika; Sawekteeratana, Natthapat; Klaysuk, Jasarin; Soorukram, Darunee; Leowanawat, Pawaret; Reutrakul, Vichai; Krobthong, Sucheewin; Wongtrakoongate, Patompon; Kuhakarn, Chutima. The article conveys some information:

A facile and convenient reaction of o-alkynylisocyanobenzenes with various active-methylene compounds, including 1,3-diesters, 1,3-diketones,β-keto esters, and β-keto amides, under Bronsted basic conditions, had been developed. Di-Et malonate reacted smoothly with a collection of o-alkynylisocyanobenzenes to provide the corresponding 2-quinolin-2-yl malonates in excellent yields. Acetylacetone gave a mixture of quinolin-4-yl and quinolin-2-yl derivatives Acetoacetate esters and acetoacetyl amide derivative initially gave 2-quinolin-2-yl adducts that underwent partial deacetylation under the reaction conditions. The results came from multiple reactions, including the reaction of 4-Chloro-2-iodoaniline(cas: 63069-48-7Computed Properties of C6H5ClIN)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Reaction with nitrous acid (HNO2), which functions as an acylating agent that is a source of the nitrosyl group (―NO), converts aliphatic primary amines to nitrogen and mixtures of alkenes and alcohols corresponding to the alkyl group in a complex process. This reaction has been used for analytical determination of primary amino groups in a procedure known as the Van Slyke method.Computed Properties of C6H5ClIN

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

Safety of 1-IodonaphthaleneIn 2020 ,《Cu2O Nanocrystals-Catalyzed Photoredox Sonogashira Coupling of Terminal Alkynes and Arylhalides Enhanced by CO2》 appeared in ChemSusChem. The author of the article were Shanmugam, Munusamy; Sagadevan, Arunachalam; Charpe, Vaibhav Pramod; Pampana, V. Kishore Kumar; Hwang, Kuo Chu. The article conveys some information:

The first visible-light-activated Sonogashira C-C coupling reaction at room temperature catalyzed by single-metal heterogeneous Cu2O truncated nanocubes (Cu2O TNCs) was developed. A wide variety of aryl halides and terminal alkynes worked well in this recyclable heterogeneous photochem. process and formed the corresponding Sonogashira C-C coupling products in good yields. Mechanistic control studies indicated that CO2 enhances the formation of light-absorbing heterogeneous surface-bound CuI-phenylacetylide (λmax=472 nm), which further underwent single-electron transfer with aryl iodides/bromides to enable Sonogashira Csp2-Csp bond formation. In contrast to literature-reported bimetallic TiO2-containing nanoparticles as photocatalyst, this work avoided the need of cocatalysis by TiO2. Single-metal CuI in Cu2O TNCs was solely responsible for the observed Csp2-Csp coupling reactions under CO2 atmosphere. In the part of experimental materials, we found many familiar compounds, such as 1-Iodonaphthalene(cas: 90-14-2Safety of 1-Iodonaphthalene)

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.Safety of 1-Iodonaphthalene

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

Reference of Trimethylsulfoxonium iodideIn 2019 ,《Synthesis of Furoxans and Isoxazoles via Divergent [2 + 1 + 1 + 1] Annulations of Sulfoxonium Ylides and tBuONO》 was published in Organic Letters. The article was written by Tang, Zhonghe; Zhou, Yao; Song, Qiuling. The article contains the following contents:

A simple method for the divergent assembly of furoxans and isoxazoles in which the [2 + 1 + 1 + 1] annulation reaction of sulfoxonium ylides is reported. When the reaction was performed using t-BuONO as the nitrogen source without metal catalyst, the desired furoxans were obtained in decent yields with wide substrate scope. Isoxazoles bearing three carbonyl groups were achieved when the reaction was conducted using Cu(TFA)2 as catalyst. In addition to this study using Trimethylsulfoxonium iodide, there are many other studies that have used Trimethylsulfoxonium iodide(cas: 1774-47-6Reference of Trimethylsulfoxonium iodide) was used in this study.

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. Further, it reacts with alfa,beta-unsaturated esters to get cyclopropyl esters.Reference of Trimethylsulfoxonium iodide

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