Tag: 200-300

In 2019,Synthesis included an article by Sarie, Jerome C.; Neufeld, Jessica; Daniliuc, Constantin G.; Gilmour, Ryan. Safety of 1-Bromo-4-iodobenzene. The article was titled 《Willgerodt-Type Dichloro(aryl)-λ3-Iodanes: A Structural Study》. The information in the text is summarized as follows:

Crystallog. structural anal. of four electronically diverse Willgerodt-type reagents is disclosed together with a solution-phase NMR anal. These data reveal a plethora of intermol. non-covalent interactions and confirm the expected T-shape geometry of the reagents. In all cases the I-Cl bonds are orthogonal to the plane of the aryl ring. This study provides important structural insights into this venerable class of dichlorination reagent and has implications for crystal engineering. After reading the article, we found that the author used 1-Bromo-4-iodobenzene(cas: 589-87-7Safety of 1-Bromo-4-iodobenzene)

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,dibromostyrenesSafety of 1-Bromo-4-iodobenzene

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

In 2019,ACS Catalysis included an article by Luo, Weiwei; Sun, Zhicheng; Fernando, E. H. Nisala; Nesterov, Vladimir N.; Cundari, Thomas R.; Wang, Hong. Application of 1774-47-6. The article was titled 《Asymmetric Ring-Opening of Donor-Acceptor Cyclopropanes with Primary Arylamines Catalyzed by a Chiral Heterobimetallic Catalyst》. The information in the text is summarized as follows:

An efficient catalytic asym. ring-opening reaction of donor-acceptor cyclopropanes with primary arylamines was developed. The reaction was achieved through the utilization of a chiral heterobimetallic catalyst, delivering a variety of chiral γ-amino acid derivatives in up to 93% yield and 99% ee. Stereochem. experiments suggest a dominant role for kinetic resolution in this asym. process, which is supported by a computational study of the reaction coordinate. A class of chiral bimetallic Lewis acid catalysts formed through a ligand exchange/transmetalation process was introduced in this work. The sym. structure of the bimetallic catalyst, i.e., Yb(OTf)3-Yb[P]3, was confirmed with X-ray crystallog. In addition to this study using Trimethylsulfoxonium iodide, there are many other studies that have used Trimethylsulfoxonium iodide(cas: 1774-47-6Application of 1774-47-6) 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.Application of 1774-47-6

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

In 2019,Organic Letters included an article by Gou, Bo-Bo; Liu, Hang-Fan; Chen, Jie; Zhou, Ling. Recommanded Product: 1-Bromo-3-iodobenzene. The article was titled 《Palladium-Catalyzed Site-Selective C(sp3)-H Arylation of Phenylacetaldehydes》. The information in the text is summarized as follows:

A Pd-catalyzed selective C-H arylation reaction of phenylacetaldehydes using L-valine as the transient directing group, is described.. This process showed a broad substrate scope and excellent selectivity in which a ligand-controlled functionalization of the unactivated β-C(sp3)-H bond. In addition, enantioselective arylation of phenylacetaldehydes was preliminarily explored by utilizing a bulky chiral transient directing group. 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 Further, it is involved in the preparation of oxygen-tethered 1,6-enynes.

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

In 2015,Hahn, Lena; Wadepohl, Hubert; Gade, Lutz H. published 《Tetralithiated Tetraazaperopyrene as a Key Intermediate for the Synthesis of Functionalized Derivatives》.Organic Letters published the findings.SDS of cas: 624-73-7 The information in the text is summarized as follows:

A new synthetic approach to core-functionalized tetraazaperopyrenes (TAPP) is reported. In-situ reaction of 4-fold lithiated TAPP with electrophiles results in the formation of various unprecedented TAPP derivatives, which are highly emissive fluorophores, show promising photophys. and electrochem. properties and act as valuable starting materials [e.g., I (formed in situ from tetrabromo precursor) + ClPPh2 → II (46%)]. Thus, lithiation of the TAPP core opens up a facile way for developing new organic materials. In the experiment, the researchers used many compounds, for example, 1,2-Diiodoethane(cas: 624-73-7SDS of cas: 624-73-7)

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.SDS of cas: 624-73-7

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

The author of 《The synthesis and some reactions of 3-(2-aminophenyl)-2-iminothiazolidines. Ring closure of N-(2-thiocyanatoethyl)-o-phenylenediamines: thiazolidine vs. 3,1,6-benzothiadiazocine formation》 were Hornyak, G.; Bertha, F.; Zauer, K.; Lempert, K.; Feller, A.; Pjeczka, E.. And the article was published in Tetrahedron in 1990. Electric Literature of C6H3ClINO2 The author mentioned the following in the article:

When treated with strong acids, the N-(2-thiocyanatoethyl)-o-phenylenediamines (I, R1 = H, Me; R2 = H, Et; R3, R5, R6 = H, Cl; R4 = H, Cl, F3C, MeO2C, Br, I, F, MeO) are cyclized exclusively to 3-(2-aminophenyl)-2-iminothiazolidines (II, X = Cl, EtSO3). Some II are highly active antidepressants of low toxicity. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodo-2-nitrobenzene(cas: 41252-95-3Electric Literature of C6H3ClINO2)

1-Chloro-4-iodo-2-nitrobenzene(cas: 41252-95-3) belongs to organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source of iodine.Electric Literature of C6H3ClINO2 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

《N -Acylbenzotriazoles as Proficient Substrates for an Easy Access to Ureas, Acylureas, Carbamates, and Thiocarbamates via Curtius Rearrangement Using Diphenylphosphoryl Azide (DPPA) as Azide Donor》 was written by Yadav, Mangal S.; Singh, Sumt K.; Agrahari, Anand K.; Singh, Anoop S.; Tiwari, Vinod K.. Related Products of 88-67-5This research focused onurea or acylurea preparation; acylbenzotriazole amine or amide Curtius rearrangement DPPA; carbamate or thiocarbamate preparation; phenol or thiol acylbenzotriazole Curtius rearrangement DPPA. The article conveys some information:

A diverse range of ureas RNHC(O)NHC(O)R1 [R = Ph, 2-IC6H4, 3-BrC6H4, etc.; R1 = Ph, 2-IC6H4], N-acylureas R1NHC(O)NHR2 [R1 = Ph, 3-BrC6H4, 2-MeOC6H4, etc; R2 = Ph, 2-BrC6H4, 2-IC6H4], carbamates and thiocarbamates R1NHC(O)R2 [R1 = Ph, 3,5-di-MeC6H3, 3-MeC6H4; R2 = OPh, SPh, S(2-MeC6H4), etc.] was synthesized in good to excellent yields by reacting N-acylbenzotriazoles individually with amines/amides/phenols/thiols in the presence of diphenylphosphoryl azide (DPPA) as a suitable azide donor in anhydrous toluene at 110°C for 3-4 h. In this route, DPPA was found to be a good alternative to trimethylsilyl azide and sodium azide for the azide donor in Curtius degradation The high reaction yields, one-pot and metal-free conditions, straightforward nature, easy handling, use of readily available reagents and in many cases avoidance of column chromatog. were the notable features of the devised protocol. The results came from multiple reactions, including the reaction of 2-Iodobenzoic acid(cas: 88-67-5Related Products of 88-67-5)

2-Iodobenzoic acid(cas: 88-67-5) belongs to organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Related Products of 88-67-5Iodo 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.

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

Application of 15854-87-2In 2022 ,《Bromide as the Directing Group for β-Arylation of Thiophenes》 was published in Synthesis. The article was written by Wang, Cai-Xia; Sheng, Fei-Fei; Liu, Kai-Hui; Gu, Jian-Guo; Shen, Kang; Sun, Zheng-Yi; Hong, Kunlun; Zhang, Hong-Hai. The article contains the following contents:

Direct β-arylation of thiophene derivatives with bromide as directing group was disclosed. The reaction was conducted with PdCl 2/( p-tolyl) 3P as catalyst, silver carbonate as additive and aryl iodide as coupling partner, affording brominated biaryl compounds as product. Control experiments indicated that the presence of bromide group enhances the reactivity of the C-H bond, enabling β-arylation. Furthermore, the C-Br bond was easily converted into many useful functional groups through a wide range of methodologies. The mechanistic study suggested that silver salt plays a key role in the C-H bond-activation step. The results came from multiple reactions, including the reaction of 4-Iodopyridine(cas: 15854-87-2Application of 15854-87-2)

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

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

Formula: C7H5IO2In 2022 ,《Transformation of Thioacids into Carboxylic Acids via a Visible-Light-Promoted Atomic Substitution Process》 was published in Organic Letters. The article was written by Wang, Rui; Xie, Kai-jun; Fu, Qiang; Wu, Min; Pan, Gao-feng; Lou, Da-wei; Liang, Fu-Shun. The article contains the following contents:

A visible-light-promoted at. substitution reaction for transforming thiocacids into carboxylic acids with DMSO as the oxygen source was developed, affording various alkyl and aryl carboxylic acids in over 90% yields. The at. substitution process proceeded smoothly through a photochem. reactivity of the formed hydrogen bonding adduct between thioacids and DMSO. DMSO-involved proton-coupled electron transfer (PCET), and simultaneously generating thiyl and hydroxyl radicals were proposed to be key species for realizing the transformation.4-Iodobenzoic acid(cas: 619-58-9Formula: C7H5IO2) was used in this study.

4-Iodobenzoic acid(cas: 619-58-9) 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: C7H5IO2

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

Reference of 1-Bromo-4-iodobenzeneIn 2021 ,《Visible-light-driven radical 1,3-addition of selenosulfonates to vinyldiazo compounds》 was published in Green Chemistry. The article was written by Li, Weiyu; Zhou, Lei. The article contains the following contents:

Herein, the authors report a visible light-driven radical 1,3-selenosulfonylation of vinyldiazo compounds with selenosulfonates, providing various γ-seleno allylic sulfones in good yields. This photochem. reaction was carried out at room temperature in an open flask using Et acetate as the solvent without any photocatalysts or additives. The control experiments corroborated that the 1,3-addition proceeded via a radical-chain propagation process. The synthetic applications of the resulting products were demonstrated by deselenization, reduction, bromination and allylation. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-iodobenzene(cas: 589-87-7Reference of 1-Bromo-4-iodobenzene)

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..Reference of 1-Bromo-4-iodobenzene 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

Quality Control of Trimethylsulfoxonium iodideIn 2020 ,《Ru(II)-catalyzed C6-selective C-H acylmethylation of pyridones using sulfoxonium ylides as carbene precursors》 appeared in RSC Advances. The author of the article were Fu, Yangjie; Wang, Zhaohui; Zhang, Qiyu; Li, Zhiyu; Liu, Hong; Bi, Xiaoling; Wang, Jiang. The article conveys some information:

A method was described using sulfoxonium ylides as carbene precursors to achieve C6-selective acylmethylation of pyridones catalyzed by a ruthenium(II) complex. This approach featured mild reaction conditions, moderate to excellent yields, high step economy and had excellent functional group tolerance with good site selectivity. Besides, gram-scale preparation, synthetic utility and mechanistic studies were conducted. It offered a direct and efficient way to synthesize pyridone derivatives After reading the article, we found that the author used Trimethylsulfoxonium iodide(cas: 1774-47-6Quality Control 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. Further, it reacts with alfa,beta-unsaturated esters to get cyclopropyl esters.Quality Control of Trimethylsulfoxonium iodide

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