Month: October 2022

Miller, Eric M.; Walczak, Maciej A. published their research in Organic Letters in 2021. The article was titled 《Light-Mediated Cross-Coupling of Anomeric Trifluoroborates》.Quality Control of 3-Iodophenol The article contains the following contents:

Stereoselective reactions at the anomeric carbon constitute the cornerstone of preparative carbohydrate chem. Here, we report stereoselective C-arylation and etherification reactions of anomeric trifluoroborates derived from BMIDA esters. These reactions are characterized by high anomeric selectivities for 2-deoxysugars and broad substrate scope (24 examples), including disaccharides and trifluoroborates with free hydroxyl groups. Taken together, this new class of carbohydrate reagents adds the palette of anomeric nucleophile reagents suitable for efficient installation of C-C bonds. The experimental part of the paper was very detailed, including the reaction process of 3-Iodophenol(cas: 626-02-8Quality Control of 3-Iodophenol)

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.Quality Control of 3-Iodophenol

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

Xu, Jia-Cheng; Yin, Yi-Zhuo; Han, Zhi-Yong published their research in Organic Letters in 2021. The article was titled 《Asymmetric Counteranion Directed Catalytic Heck/Tsuji-Trost Annulation of Aryl Iodides and 1,3-Dienes》.COA of Formula: C6H5ClIN The article contains the following contents:

A chiral anion-mediated asym. Heck/Tsuji-Trost reaction of aryl iodides and 1,3-dienes was presented. Chiral indoline derivatives I [R1 = H, 5-OMe, 6-Me, etc.; R2 = Ms, Ts, Ns; R3 = Me, Ph, 2-naphthyl, etc.] could be afforded with remarkably higher yields and enantioselectivities than our previous chiral ligand-based method. Silver carbonate was employed as both base and halide scavenger to ensure fast and recyclable exchange of the catalytic amount of chiral anions. Fast salt metathesis, as well as the acceleration effect of the chiral anion, could both benefit the stereocontrol of the reaction. In the experimental materials used by the author, we found 4-Chloro-2-iodoaniline(cas: 63069-48-7COA of Formula: 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.COA of Formula: C6H5ClIN

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

Shamsa, Farzaneh; Motavalizadehkakhky, Alireza; Zhiani, Rahele; Mehrzad, Jamshid; Hosseiny, Malihe Sadat published their research in RSC Advances in 2021. The article was titled 《ZnO nanoparticles supported on dendritic fibrous nanosilica as efficient catalysts for the one-pot synthesis of quinazoline-2,4(1H,3H)-diones》.HPLC of Formula: 63069-48-7 The article contains the following contents:

The transmutation of waste into valuable materials has a special place in green chem. Herein, we report the preparation of quinazoline-2,4(1H,3H)-diones from 2-iodoaniline, isocyanides, and carbon dioxide in the presence of ZnO NPs stably placed on the surface of dendritic fibrous nanosilica by cellulose (DFNS/cellulose-ZnO) as a catalyst. This is a great economic strategy to create three bonds in a one-pot multicomponent reaction step employing functional groups. To prepare the catalyst, the dendritic fibrous nanosilica surface was first activated using cellulose as a substrate to support ZnO NPs. Cellulose acts as a stabilizing and reducing agent for the ZnO nanocatalyst and eliminates the need for a reducing agent. The structure of the prepared DFNS/cellulose-ZnO was examined by various methods, including thermogravimetric anal. (TGA), X-ray diffraction (XRD), SEM, transmission electron microscopy (TEM), XPS, and inductively coupled plasma (ICP). The largest amount of quinazoline-2,4(1H,3H)-diones was obtained under ideal situations in the presence of 5 mg of DFNS/cellulose-ZnO under carbon dioxide (1 atm) utilizing a balloon set at 70°C for 3 h. The substance was reused for ten consecutive runs and the quinazoline-2,4(1H,3H)-dione content was more than 92% each time. This indicates the potential for application in the green and economic production of quinazoline-2,4(1H,3H)-diones, especially from low-cost feedstocks. The experimental part of the paper was very detailed, including the reaction process of 4-Chloro-2-iodoaniline(cas: 63069-48-7HPLC of Formula: 63069-48-7)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).HPLC of Formula: 63069-48-7

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

Li, Jing; Kwon, Eunsang; Lear, Martin J.; Hayashi, Yujiro published an article in 2021. The article was titled 《Halogen Bonding of N-Halosuccinimides with Amines and Effects of Broensted Acids in Quinuclidine-Catalyzed Halocyclizations》, and you may find the article in Helvetica Chimica Acta.HPLC of Formula: 516-12-1 The information in the text is summarized as follows:

An arguable expectation in halogen chem. is that an amine will react oxidatively with an N-halosuccinimide (NXS) to form an N-halogenated species bearing a covalent N-X bond. While likely for NCS under most conditions, we find this expectation simply not true for NIS and largely inaccurate for NBS. Herein, we disclose evidence through systematic NMR and X-ray studies that non-covalent halogen bonded amine complexes of NIS predominate over covalent N-halogenated species, even with primary and secondary amines. For example, during the catalytic electrophilic halocyclization of gem-disubstituted alkenes by cinchona-like amines, the quinuclidine complexes of NIS and NBS display lower reactivity than their parent N-halosuccinamides and require the presence of an appropriate Broensted acid. Specifically, a Broensted acid and quinuclidine jointly catalyze the halo-cycloetherification of γ-alkenyl alcs. with NIS or NBS, while only quinuclidine acts as a catalyst in the halolactonization of γ-alkenoic acids. Although our evidence confirms a transient N-halogenated quaternary ammonium salt as the halonium species, it is important to note that NIS predominantly forms ‘off-cycle’ halogen bonded amine complexes in solution1-Iodopyrrolidine-2,5-dione(cas: 516-12-1HPLC of Formula: 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. HPLC of Formula: 516-12-1

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

Wu, Pingfan; Wang, Yu; Chen, Weizhou; Hu, Xunliang; Huang, Bo; Xiao, Zicheng published an article in 2021. The article was titled 《Structural and Magnetical Studies of Mixed-Valence Hexavanadate Hybrids: How Organic Ligands Affect the Magnetism of Polyoxometalates?》, and you may find the article in Inorganic Chemistry.COA of Formula: C7H5IO2 The information in the text is summarized as follows:

In this Communication, authors illustrate the influence of organic ligands on magnetic structure and behavior by employing a mixed-valence Lindqvist-type hexavanadate as a research platform. Through covalently attaching to different halogen-containing organic ligands, the derived hybrid materials have different magnetism compared to their parent structure. Single-crystal x-ray analyses show that the introduction of organic ligands can modify the crystal packing manners of the derivatives, leading to further changes of the interaction between magnetic units. This work demonstrates that organic functionalization can remarkably affect the magnetism of polyoxometalates by adjusting the distance and location of the magnetic fractions. The results came from multiple reactions, including the reaction of 4-Iodobenzoic acid(cas: 619-58-9COA of Formula: C7H5IO2)

4-Iodobenzoic acid(cas: 619-58-9) belongs to organic iodides. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics.COA of Formula: C7H5IO2

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

Wei, Huiqin; Wu, Mei published an article in 2021. The article was titled 《Photocatalytic synthesis of phenols mediated by visible light using KI as catalyst》, and you may find the article in Tetrahedron Letters.Quality Control of 3-Iodophenol The information in the text is summarized as follows:

A transition-metal-free hydroxylation of iodoarenes to afford substituted phenols was described. The reaction was promoted by KI under white LED light irradiation and uses atm. oxygen as oxidant. By the use of triethylamine as base and solvent, the corresponding phenols are obtained in moderate to good yields. Mechanistic studies suggested that KI and catalysis synergistically promote the cleavage of C-I bond to form free aryl radicals. In the experimental materials used by the author, we found 3-Iodophenol(cas: 626-02-8Quality Control of 3-Iodophenol)

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. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics.Quality Control of 3-Iodophenol

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

Song, Xuan-Di; Guo, Meng-Meng; Xu, Shuang; Shen, Chuanji; Zhou, Xiaocong; Chu, Xue-Qiang; Ma, Mengtao; Shen, Zhi-Liang published an article in 2021. The article was titled 《Nickel-Catalyzed Diastereoselective Reductive Cross-Coupling of Disubstituted Cycloalkyl Iodides with Aryl Iodides》, and you may find the article in Organic Letters.Recommanded Product: 15164-44-0 The information in the text is summarized as follows:

A nickel-catalyzed direct reductive cross-coupling of disubstituted cycloalkyl iodides with aryl iodides was developed. The one-pot reaction, which is simple to operate, was capable of proceeding efficiently in a stereocontrolled manner to afford a variety of cross-coupled products with high diastereoselectivity and wide functional group tolerance. In the experiment, the researchers used many compounds, for example, 4-Iodobenzaldehyde(cas: 15164-44-0Recommanded Product: 15164-44-0)

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.Recommanded Product: 15164-44-0

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

Tang, Jiaying; Ren, Linlin; Li, Jianwei; Wang, Yonggong; Hu, Dongyan; Tong, Xiaogang; Xia, Chengfeng published an article in 2022. The article was titled 《Photochemical Synthesis of Indolocarbazoles through Tandem Indolization/Dimerization/Mannich Cyclization from Allenes》, and you may find the article in Organic Letters.Category: iodides-buliding-blocks The information in the text is summarized as follows:

Disclosed herein was the photochem. synthesis of the indolocarbazole ring system from N-allenyl-2-iodoanilines. The tandem protocol included visible-light-mediated 5-exo-trig radical cyclization and subsequent radical dimerization, followed by acid-promoted deprotection and intramol. Mannich cyclization. This strategy showed exceptional functional group tolerance and was successfully applied in the concise synthesis of natural products tjipanazoles B and D. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodoaniline(cas: 63069-48-7Category: iodides-buliding-blocks)

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.Category: iodides-buliding-blocks

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

In 2022,Leifert, Dirk; Weidlich, Frauke; Adler, Florin; Daniliuc, Constantin G.; Alasmary, Fatmah A.; Studer, Armido published an article in Organic Letters. The title of the article was 《2,3-Difunctionalized Indoles via Radical Acylation or Trifluoromethylation of ortho-Alkynylphenyl Isonitriles》.SDS of cas: 63069-48-7 The author mentioned the following in the article:

A radical cascade to 2,3-disubstituted indoles proceeding via acylation or trifluoromethylation of ortho-alkynylphenyl isonitriles was presented. In these cascades, two C-C bonds and one C-O bond was formed using an inexpensive oxidant and a catalytic copper or iron salt. The starting isonitriles were easily accessible, and com. available aldehydes and fluoromethylation reagents served as reaction partners. Functional group tolerance was high, as documented by the successful preparation of a series of 2,3-disubstituted indoles.4-Chloro-2-iodoaniline(cas: 63069-48-7SDS of cas: 63069-48-7) was used in this study.

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.SDS of cas: 63069-48-7

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

In 2022,Dong, Weizhe; Yen-Pon, Expedite; Li, Longbo; Bhattacharjee, Ayan; Jolit, Anais; Molander, Gary A. published an article in Nature Chemistry. The title of the article was 《Exploiting the sp2 character of bicyclo[1.1.1]pentyl radicals in the transition-metal-free multi-component difunctionalization of [1.1.1]propellane》.Product Details of 15854-87-2 The author mentioned the following in the article:

Strained bicyclic substructures are increasingly relevant in medicinal chem. discovery research because of their role as bioisosteres. Over the last decade, the successful use of bicyclo[1.1.1]pentane (BCP) as a para-disubstituted benzene replacement has made it a highly valuable pharmacophore. However, various challenges, including limited and lengthy access to useful BCP building blocks, are hampering early discovery research. Here authors report a single-step transition-metal-free multi-component approach to synthetically versatile BCP boronates. Radicals derived from commonly available carboxylic acids and organo halides perform additions onto [1.1.1]propellane to afford BCP radicals, which then engage in polarity-matched borylation. A wide array of alkyl-, aryl- and alkenyl-functionalized BCP boronates were easily prepared Late-stage functionalization performed on natural products and approved drugs proceeded with good efficiency to generate the corresponding BCP conjugates. Various photoredox transformations forging C-C and C-N bonds were demonstrated by taking advantage of BCP trifluoroborate salts derived from the BCP boronates. The experimental process involved the reaction of 4-Iodopyridine(cas: 15854-87-2Product Details of 15854-87-2)

4-Iodopyridine(cas: 15854-87-2) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.Product Details of 15854-87-2

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