Author: Jessica.F

He, Yu-Ping; Cao, Jian; Wu, Hua; Wang, Qian; Zhu, Jieping published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Catalytic Enantioselective Aminopalladation-Heck Cascade》.Recommanded Product: 4-Chloro-2-iodoaniline The article contains the following contents:

Domino processes initiated by intramol. nucleopalladation of alkynes have been developed into powerful synthetic tools for the synthesis of functionalized heterocycles. However, a catalytic enantioselective version of this class of reactions remains scarce. We report herein that reaction of 2-alkynylanilines with prochiral cyclopentenes in the presence of a catalytic amount of Pd(OAc)2, a chiral bidentate pyrox ligand and O2 as terminal oxidant affords the structurally diverse indole-cyclopentene conjugates, e.g., I, bearing two stereocenters in a highly diastereo- and enantio-selective manner. One of the products is converted to a heavily functionalized tetracyclic indolinone derivative The experimental part of the paper was very detailed, including the reaction process of 4-Chloro-2-iodoaniline(cas: 63069-48-7Recommanded Product: 4-Chloro-2-iodoaniline)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. In organic chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (NH3), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines).Recommanded Product: 4-Chloro-2-iodoaniline

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

Tamizharasan, Natarajan; Hallur, Gurulingappa; Suresh, Palaniswamy published their research in Journal of Organic Chemistry in 2021. The article was titled 《Palladium-Catalyzed Direct α-Arylation of Indane-1,3-dione to 2-Substituted Indene-1,3-diones》.Product Details of 15854-87-2 The article contains the following contents:

A straightforward and feasible palladium-catalyzed direct α-arylation of indane-1,3-dione to 2-substituted aryl/heteroaryl indene-1,3-diones such as I [R1 = Ph, 3-FC6H4, 2,3-di-ClC6H3, etc.; R2 = H, 5-OMe] using aryl triflates/iodides was disclosed for the first time. Optimization of reaction conditions identified tBu-XPhos as a preferred ligand for the bis(acetonitrile)dichloropalladium(II) catalyst. A broad spectrum of aryl iodides and aryl triflates containing electron-donating, electron-withdrawing, and sterically hindered substituents gave an excellent yield for the quick access α-arylated 1,3-diones library I.4-Iodopyridine(cas: 15854-87-2Product Details of 15854-87-2) was used in this study.

4-Iodopyridine(cas: 15854-87-2) belongs to pyridine. In industry and in the lab, pyridine is used as a reaction solvent, particularly when its basicity is useful, and as a starting material for synthesizing some herbicides, fungicides, and antiseptics.Product Details of 15854-87-2

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

Kim, Ahreum; Kim, Aram; Park, Sunjung; Kim, Sangji; Jo, Hongil; Ok, Kang Min; Lee, Sang Kook; Song, Jayoung; Kwon, Yongseok published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Catalytic and Enantioselective Control of the C-N Stereogenic Axis via the Pictet-Spengler Reaction》.Electric Literature of C6H5ClIN The article contains the following contents:

An unprecedented example of a chiral phosphoric acid-catalyzed atroposelective Pictet-Spengler reaction of N-arylindoles is reported. Highly enantioenriched N-aryl-tetrahydro-β-carbolines with C-N bond axial chirality are obtained via dynamic kinetic resolution The hydrogen bond donor introduced on the bottom aromatic ring, forming a secondary interaction with the phosphoryl oxygen, is essential to achieving high enantioselectivity. A wide variety of substituents are tolerable with this transformation to provide up to 98% ee. The application of electron-withdrawing group-substituted benzaldehydes enables the control of both axial and point stereogenicity. Biol. evaluation of this new and unique scaffold shows promising antiproliferative activity and emphasizes the significance of atroposelective synthesis. After reading the article, we found that the author used 4-Chloro-2-iodoaniline(cas: 63069-48-7Electric Literature of C6H5ClIN)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Electric Literature of C6H5ClIN

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

Xiang, Cen; Kong, Xiangshun; Gao, Feng; Zhao, Yufan; Liu, Jiang; Yuan, Yuan; Teng, Yuou published an article in 2021. The article was titled 《Design, synthesis and antioxidant activity of chalcone derivative CMZ-3-5》, and you may find the article in Journal of the Chemical Society of Pakistan.Name: 1-Iodopyrrolidine-2,5-dione The information in the text is summarized as follows:

Excessive accumulation of free radicals can cause a variety of diseases. According to reports, chalcone has the activity of scavenging free radicals. In this study, we synthesized a chalcone derivative CZM-3-5 and evaluated its antioxidant activity using a chem. assessment method (2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS.+) assay, 2,2-diphenyl-1-picrylhydrazyl (DPPH.) assay and total reducing antioxidant power (FRAP) assay) and a cell model of oxidative damage induced by hydrogen peroxide (H2O2). The chem. evaluation results show that the compound CZM-3-5 has good antioxidant capacity and free radical scavenging ability. MTT anal. showed that the compound has cytoprotective activity in H2O2-induced PC12 cells, and the mechanism may be related to the cytoprotective substance superoxide dismutase (SOD) is related to the level of glutathione (GSH). Overall, our findings indicate that compound CZM-3-5 has potential antioxidant activity in vitro. In addition to this study using 1-Iodopyrrolidine-2,5-dione, there are many other studies that have used 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Name: 1-Iodopyrrolidine-2,5-dione) 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. Name: 1-Iodopyrrolidine-2,5-dione

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

Carrillo, Michael J.; Lin, Wei; Endo, Yasuki published an article in 2021. The article was titled 《Microwave spectrum and iodine nuclear quadrupole coupling constants of 1,1-diiodoethane》, and you may find the article in Journal of Molecular Spectroscopy.Computed Properties of C2H4I2 The information in the text is summarized as follows:

The high resolution rotational spectroscopic observation of 1,1-diiodoethane is investigated using a pulsed jet, cavity Fourier transform microwave (FTMW) spectrometer over the frequency range 11.5-18 GHz for the first time. The rotational constants, the centrifugal distortion constants, the nuclear spin-rotation coupling constants, and the complete tensor components of the nuclear quadrupole coupling for both iodine nuclei have been determined and reported. The fitted rotational constants are A = 4548.320446(47), B = 625.629141(55), C = 558.798939(43) MHz and the nuclear quadrupole coupling constants are χaa = -1089.8125(7), χbb – χcc = -542.3162(13), |χab| = 1215.7505(10), χbc = 340.8983(14), and |χac| = 562.4206(19) MHz. No A-E splittings due to the Me group internal rotation were observed Many dipole-forbidden/elec. quadrupole coupling allowed transitions were observed in the spectrum due to the large iodine quadrupole coupling effect. Quantum chem. calculations were performed at the CCSD(T)/aug-cc-pVTZ-pp level of theory. The calculated rotational constants, centrifugal distortion constants, and hyperfine constants were used to guide the data anal. In the experiment, the researchers used 1,2-Diiodoethane(cas: 624-73-7Computed Properties of C2H4I2)

1,2-Diiodoethane(cas: 624-73-7) 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.Computed Properties of C2H4I2

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

Zurakowski, Joseph A.; Austen, Brady J. H.; Dufour, Maeve C.; Spasyuk, Denis M.; Nelson, David J.; Drover, Marcus W. published an article in 2021. The article was titled 《Lewis Acid-Promoted Oxidative Addition at a [Ni0(diphosphine)2] Complex: The Critical Role of a Secondary Coordination Sphere》, and you may find the article in Chemistry – A European Journal.Electric Literature of C5H4IN The information in the text is summarized as follows:

Oxidative addition represents a critical elementary step in myriad catalytic transformations. Here, the importance of thoughtful ligand design cannot be overstated. In this work, we report the intermol. activation of iodobenzene (PhI) at a coordinatively saturated 18-electron [Ni0(diphosphine)2] complex bearing a Lewis acidic secondary coordination sphere. Whereas alkyl-substituted diphosphine complexes of Group 10 are known to be unreactive in such reactions, we show that [Ni0(P2BCy4)2] (P2BCy4=1,2-bis(di(3-dicyclohexylboraneyl)-propylphosphino)ethane) is competent for room-temperature PhI cleavage to give [NiII(P2BCy4)(Ph)(I)]. This difference in oxidative addition reactivity has been scrutinized computationally – an outcome that is borne out in ring-opening to provide the reactive precursor – for [Ni0(P2BCy4)2], a “”boron-trapped”” 16-electron κ1-diphosphine Ni(0) complex. Moreover, formation of [NiII(P2BCy4)(Ph)(I)] is inherent to the P2BCy4 secondary coordination sphere: treatment of the Lewis adduct, [Ni0(P2BCy4)2(DMAP)8] with PhI provides [NiII(P2BCy4)2(DMAP)8(I)]I via iodine-atom abstraction and not a [NiII(Ph)(I)(diphosphine)] compound – an unusual secondary sphere effect. Finally, the reactivity of [Ni0(P2BCy4)2] with 4-iodopyridine was surveyed, which resulted in a pyridyl-borane linked oligomer. The implications of these outcomes are discussed in the context of designing strongly donating, and yet labile diphosphine ligands for use in a critical bond activation step relevant to catalysis. In addition to this study using 4-Iodopyridine, there are many other studies that have used 4-Iodopyridine(cas: 15854-87-2Electric Literature 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.Electric Literature of C5H4IN

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

Murashkina, A. V.; Averin, A. D.; Panchenko, S. P.; Abel, A. S.; Maloshitskaya, O. A.; Savelyev, E. N.; Orlinson, B. S.; Novakov, I. A.; Correia, C. R. D.; Beletskaya, I. P. published an article in 2022. The article was titled 《Comparison of the Catalytic Activities of Copper(I) Iodide and Copper Nanoparticles in the N-Arylation of Adamantane-Containing Amines》, and you may find the article in Russian Journal of Organic Chemistry.COA of Formula: C6H4ClI The information in the text is summarized as follows:

N-Arylation of n-octylamine and adamantane-containing amines with iodobenzene and its derivatives was performed in DMSO using copper(I) iodide and copper nanoparticles in the presence of various ligands as catalysts. In all cases, 2-isobutyrylcyclohexanone turned out to be the most efficient ligand, and higher yields of the arylation products were obtained in the presence of copper nanoparticles. The nanocatalyst could be recycled 9 times without significant loss of yield. In the experimental materials used by the author, we found 1-Chloro-3-iodobenzene(cas: 625-99-0COA of Formula: C6H4ClI)

1-Chloro-3-iodobenzene(cas: 625-99-0) 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: C6H4ClIHalogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution.

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

Wang, Xiaoshuang; Sun, Lei; Wang, Miaomiao; Maestri, Giovanni; Malacria, Max; Liu, Xiang; Wang, Yanlan; Wu, Lingang published an article in 2022. The article was titled 《C-I Selective Sonogashira and Heck Coupling Reactions Catalyzed by Aromatic Triangular Tri-palladium》, and you may find the article in European Journal of Organic Chemistry.Computed Properties of C6H4BrI The information in the text is summarized as follows:

Aromatic triangular tri-palladium cations, abbreviated as [Pd3]+, have shown interesting photoelec. properties, Lewis basic character, and excellent activities in catalytic hydrogenation. Herein, authors report the highly efficient and C-I selective Sonogashira and Heck coupling reactions catalyzed by these tri-palladium complexes. Benefiting from the moderate C-I bond association energy, these tri-palladiums presented exclusive reactivities to aryl iodides over the brominated aromatics in coupling reactions. In the Sonogashira pathway, good to excellent isolated yields (71-95%) were achieved. Gram-scale reaction reached 93% of yield with palladium loading as few as 0.06 mol %. Authors also explored the electronic and steric effects for Ph alkynes and aryl iodides including heteroaromatics like thiophene, pyridine, pyrazole, and pyrazine. Similarly, yields of 71-96% were obtained for palladium loading of 1.5 mol% through catalyzed Heck coupling of aryl iodides and alkenes. The HRMS monitoring revealed that [Pd3]+ maintained as whole entity during the catalytic process due to its robusness. In addition to this study using 1-Bromo-3-iodobenzene, there are many other studies that have used 1-Bromo-3-iodobenzene(cas: 591-18-4Computed Properties of C6H4BrI) was used in this study.

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.Computed Properties of C6H4BrI Further, it is involved in the preparation of oxygen-tethered 1,6-enynes.

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

In 2022,Gravatt, Christopher S.; Johannes, Jeffrey W.; King, Eric R.; Ghosh, Avipsa published an article in Journal of Organic Chemistry. The title of the article was 《Photoredox-Mediated, Nickel-Catalyzed Trifluoromethylthiolation of Aryl and Heteroaryl Iodides》.Reference of 4-Iodopyridine The author mentioned the following in the article:

Herein, a method employing a bench-stable Ni(II) salt and an iridium photocatalyst that was mediated the trifluoromethylthiolation of a wide range of electronically diverse aryl and heteroaryl iodides, likely via a Ni(I)/Ni(III) catalytic cycle was reported. The reaction was broad functional group tolerance and potential for application in medicinal chem., as demonstrated by a late-stage functionalization approach to access (racemic)-Monepantel. In the experiment, the researchers used many compounds, for example, 4-Iodopyridine(cas: 15854-87-2Reference of 4-Iodopyridine)

4-Iodopyridine(cas: 15854-87-2) belongs to pyridine. In industry and in the lab, pyridine is used as a reaction solvent, particularly when its basicity is useful, and as a starting material for synthesizing some herbicides, fungicides, and antiseptics.Reference of 4-Iodopyridine

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

In 2022,Sabourin, Axel; Dufour, Jeremy; Vors, Jean-Pierre; Bernier, David; Montchamp, Jean-Luc published an article in European Journal of Organic Chemistry. The title of the article was 《Synthesis of Carbon- and Nitrogen-Substituted 5- and 6-Membered Benzophostams》.Quality Control of 4-Iodopyridine The author mentioned the following in the article:

Previously, the synthesis of the novel 6-membered and a series of P-substituted 5-membered benzophostams was accomplished. Here, the synthesis of N- and C-substituted benzophostams is presented. For N-substitution, alkylation was accomplished using the heterocycle, LiHMDS and an alkyl halide, or alternatively by copper-catalyzed cyclization of the N-alkyl phosphonamide. N-Arylation could similarly be accomplished on the preformed heterocycle or on the phosphonamide precursor via copper-catalyzed cross-coupling. Dimethylation at the benzylic position could be conducted with LiHMDS and Me iodide. However, due to the significant cost of LiHMDS, a much less expensive and more efficient alternative approach was developed relying on a palladium-catalyzed reductive Heck reaction. In the part of experimental materials, we found many familiar compounds, such as 4-Iodopyridine(cas: 15854-87-2Quality Control of 4-Iodopyridine)

4-Iodopyridine(cas: 15854-87-2) belongs to pyridine. Pyridines are often used as catalysts or reagents; particular notice has been paid recently to how pyridine coordinates to metal centers enabling a wide range of valuable reactions. Quality Control of 4-Iodopyridine

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