Month: October 2022

《Bronsted Acid Catalyzed (4 + 2) Cyclocondensation of 3-Substituted Indoles with Donor-Acceptor Cyclopropanes》 was written by Ortega, Alesandere; Uria, Uxue; Tejero, Tomas; Prieto, Liher; Reyes, Efraim; Merino, Pedro; Vicario, Jose L.. Product Details of 1774-47-6 And the article was included in Organic Letters in 2021. The article conveys some information:

Acylcyclopropanes are employed as useful donor-acceptor cyclopropanes that undergo formal (4 + 2) cyclocondensation with N-unprotected 3-substituted indoles in the presence of a Bronsted acid catalyst. The reaction involves the simultaneous alkylation of both the N and C-2 positions of the indole and provides access to the 8,9-dihydropyrido[1,2-a]indole scaffold that is the central core of several biol. relevant indole alkaloids in excellent yields and good selectivities. In the experiment, the researchers used many compounds, for example, Trimethylsulfoxonium iodide(cas: 1774-47-6Product Details of 1774-47-6)

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.Product Details of 1774-47-6

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

Wang, Shan; Zhang, Jian-Xin; Zhang, Tian-Yi; Meng, Huan; Chen, Bi-Hong; Shu, Wei published their research in Nature Communications in 2021. The article was titled 《Enantioselective access to chiral aliphatic amines and alcohols via Ni-catalyzed hydroalkylations》.Category: iodides-buliding-blocks The article contains the following contents:

A nickel-catalyzed enantioselective hydroalkylation of acyl enamines R1C(O)N(R2)CH=CH2 (R1 = C6H5, 1-naphthyl, 2-furyl, etc.; R2 = H, Me) and enol esters R3C(O)OCH=CH2R4 (R3 = C6H5, 4-CH3OC6H4, 2-naphthyl; R4 = H, C4H9, C6H13, (CH2)4Cl) with alkyl halides R5I [R5 = 2-phenylethyl, 3-(thiophen-2-yl)propyl, 3-(9H-carbazol-9-yl)propyl, etc.] to afford enantioenriched α-branched aliphatic acyl amines (R)-R1C(O)N(R2)CH(R5)Me and esters R3C(O)OCH(R5)CH2R4 in good yields with excellent levels of enantioselectivity has been described. The operationally simple protocol provides a straightforward access to chiral secondary alkyl-substituted amine and secondary alkyl-substituted alc. derivatives from simple starting materials with great functional group tolerance. The experimental part of the paper was very detailed, including the reaction process of tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Category: iodides-buliding-blocks)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) 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.Category: iodides-buliding-blocks

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

Zhao, Yi; Zhao, Ze; Cui, Yamin; Chen, Xing; Chen, Changqing; Xie, Changwei; Qin, Bo; Yang, Yang published an article in 2021. The article was titled 《Redox-responsive glycosylated combretastatin A-4 derivative as novel tubulin polymerization inhibitor for glioma and drug delivery》, and you may find the article in Drug Development Research.Synthetic Route of C3H9IOS The information in the text is summarized as follows:

Combretastatin A-4 (CA4), a tubulin inhibitor, binds to the colchicine site of tubulin, inhibits tubulin polymerization, and leads to the apoptosis of tumor cells. However, the poor hydrophilicity and blood-brain barrier (BBB) penetration ability of CA4 hampers its application in the treatment of glioma. In this study, a novel combretastatin A-4 derivative (CA4D) was designed and developed, which was further conjugated with glucose via disulfide-bond-bridged (CA4D-SS-Glu) to enhance the BBB penetration capacity. The obtained CA4D-SS-Glu conjugate displayed a suitable water partition coefficient and the superior ability across BBB in vitro and in vivo. In addition, the CA4D-SS-Glu exhibited rapid redox-responsive drug release in the presence of glutathione, enhanced in vitro cytotoxicity, and cell apoptosis. Our data further confirmed that CA4D-SS-Glu inhibited proliferation, and restrained migration via affecting microtubule stabilization. Addnl., the conjugate also showed the highest antiproliferative and antitumor action on glioma in vivo as compared to CA4D and CA4. Taken together, the novel CA4D-SS-Glu conjugate possess improved physicochem. property and BBB penetration ability, reduction triggered release of CA4D, and efficient antiproliferative activity. These results provided a novel and effective entry to the treatment of glioma. In the experimental materials used by the author, we found Trimethylsulfoxonium iodide(cas: 1774-47-6Synthetic Route of C3H9IOS)

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.Synthetic Route of C3H9IOS

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

Greener, Andrew J.; Ubysz, Patrycja; Owens-Ward, Will; Smith, George; Ocana, Ivan; Whitwood, Adrian C.; Chechik, Victor; James, Michael J. published an article in 2021. The article was titled 《Radical-anion coupling through reagent design: hydroxylation of aryl halides》, and you may find the article in Chemical Science.Application In Synthesis of 3-Iodophenol The information in the text is summarized as follows:

The design and development of an oxime-based hydroxylation reagent, which can chemoselectively convert aryl halides (X = F, Cl, Br, I) into phenols under operationally simple, transition-metal-free conditions was described. Key to the success of this approach was the identification of a reducing oxime anion which can interact and couple with open-shell aryl radicals. Exptl. and computational studies support the proposed radical-nucleophilic substitution chain mechanism. The experimental process involved the reaction of 3-Iodophenol(cas: 626-02-8Application In Synthesis of 3-Iodophenol)

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.Application In Synthesis of 3-Iodophenol 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,Garg, Utsav; Azim, Yasser; Alam, Mahboob; Kar, Aranya; Pradeep, Chullikkattil P. published an article in Crystal Growth & Design. The title of the article was 《Extensive Analyses on Expanding the Scope of Acid-Aminopyrimidine Synthons for the Design of Molecular Solids》.Recommanded Product: 619-58-9 The author mentioned the following in the article:

The acid-aminopyrimidine synthon is a well-known robust synthon for cocrystal synthesis that exists both in heterotrimer (HT) and linear heterotetramer (LHT) assemblies. A rational coformer screening methodol. was adopted to predict the HT and LHT for the first time. The Cambridge Structural Database (CSD) and a modified site-pair interaction energy difference (ΔEsite-pair), based on mol. electrostatic potential (MESP), were computed to propose a generalization for better predictability. Based on the generalization, four cocrystals of 4-halobenzoic acid (-F, -Cl, -Br, and -I at the para position of benzoic acid) with 2-aminopyrimidine (2-AP) were predicted and obtained using a neat grinding method. Different characterization methods, viz., Fourier transform IR (FT-IR) spectroscopy, powder X-ray diffraction (XRD), and differential scanning calorimetry (DSC) anal., were used to confirm the formation of cocrystals. Single-crystal XRD was used for structural confirmations. Geometrical coordinates of cocrystals and their ingredients were optimized using d. functional theory (DFT) calculations at the B3LYP-D3/6-311++G(d,p) level for -F-, -Cl-, and -Br-substituted cocrystals and the B3LYP-D3/6-311++G(d,p)/LANL2DZ level for the -I-substituted cocrystal. Extensive computational studies, viz., Frontier MOs (FMOs), MESP values, natural bond orbitals (NBO), quantum theory of atoms in mols. (QTAIM), and reduced d. gradient noncovalent interaction (RDG-NCI) analyses, were done on optimized structures to gain more insights into cocrystals and the effect of halogens on the acid-aminopyrimidine synthon and strength and nature of intermol. interactions present in the cocrystals. Moreover, the strong and weak intermol. interactions present in the crystal structure were examined qual. and quant. using Hirshfeld surface anal. on different parameters, interaction energy calculations, and total energy frameworks. After reading the article, we found that the author used 4-Iodobenzoic acid(cas: 619-58-9Recommanded Product: 619-58-9)

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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Recommanded Product: 619-58-9

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

In 2022,Zhang, Kan; Yang, Mingming; Yao, Yanxiu; Yu, Binxun; Wang, Yanyan; Sun, Huaming; Zhang, Weiqiang; Zhang, Guofang; Gao, Ziwei published an article in New Journal of Chemistry. The title of the article was 《One-pot synthesis of benzo[b][1,4]diazepines via the carbonylative Sonogashira reaction and aza-Michael addition cyclocondensation》.Synthetic Route of C6H4ClI The author mentioned the following in the article:

A highly efficient synthetic method for benzodiazepines was reported, which involved a ppm-level Pd-catalyzed carbonylative coupling of iodobenzenes with terminal alkynes to afford 1,3-ynones as key intermediates and a subsequent Cp2TiCl2/m-phthalic acid/ethanol-catalyzed cyclocondensation in one-pot conditions. The new approach proceeded with a broad substrate scope under mild reaction conditions, provided benzo[b][1,4]diazepines in up to 90% yield. The experimental process involved the reaction of 1-Chloro-3-iodobenzene(cas: 625-99-0Synthetic Route of 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. Synthetic Route of C6H4ClI 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

In 2022,Marchese, Austin D.; Mirabi, Bijan; Johnson, Colton E.; Lautens, Mark published an article in Nature Chemistry. The title of the article was 《Reversible C-C bond formation using palladium catalysis》.Name: 2-Iodobenzoic acid The author mentioned the following in the article:

The development of palladium- and nickel-catalyzed carboiodination reactions afforded access to the cis and trans diastereomers of the iodo-dihydroisoquinolone products. Using these substrates, an extensive study investigating the reversibility of C-C bond formation using a simple palladium catalyst was undertaken. Herein, the authors report a comprehensive investigation of reversible C-C bond formation using palladium catalysis employing diastereomeric neopentyl iodides as the starting point. It was shown that both diastereomers could be converted to a common product under identical catalytic conditions. A combination of exptl. and computational studies were used to probe the operative mechanism. Several concepts key to understanding the process of reversible C-C bond formations were investigated, including the effect of electronic and steric parameters on the C-C bond-cleavage step. In the experiment, the researchers used 2-Iodobenzoic acid(cas: 88-67-5Name: 2-Iodobenzoic acid)

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.Name: 2-Iodobenzoic acid 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,Zhao, Zesheng; Wang, Jie; Zhang, Xiaoli; Lin, Taofeng; Ren, Jianwei; Pang, Wan published an article in Tetrahedron Letters. The title of the article was 《Pd nanoparticles embedded into MOF-808: An efficient and reusable catalyst for Sonogashira and Heck cross-coupling reactions》.Application In Synthesis of 4-Iodopyridine The author mentioned the following in the article:

In this work, the Pd@MOF-808 composite was prepared to effectively catalyze the Sonogashira and Heck reactions without the presence of organic phosphine ligands. The results showed that the developed catalyst provided an environment-friendly reaction condition for these two reactions with the existence of a variety of functional groups and substrates. In addition, the Pd@MOF-808 catalyst could be easily recovered and reused for up to 5 times with less deterioration of catalytic performance. In the experimental materials used by the author, we found 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

Application of 516-12-1In 2021 ,《Chemical synthesis of the pentasaccharide repeating unit of the O-specific polysaccharide from Ruminococcus gnavus》 appeared in Carbohydrate Research. The author of the article were Pal, Debasish; Naskar, Mrinal; Bera, Anirban; Mukhopadhyay, Balaram. The article conveys some information:

The Gram-pos. bacterium Ruminococcus gnavus (R. gnavus) has been identified to be responsible for symptoms of Crohn’s disease. R. gnavas produces a glucorhamnan polysaccharide and it is postulated that this polysaccharide induces inflammatory response through toll-like receptor 4 (TLR4). The current manuscript describes the chem. synthesis of the pentasaccharide repeating unit of the O-polysaccharide from R. gnavus. The major challenge associated with this particular synthesis is the presence of two consecutive 1,2-cis glucose units. The target oligosaccharide is achieved through a linear strategy from com. available sugars through rational protecting group manipulation. 1,2-cis glycosylation of glucose through remote participation of acyl group at the 6-O position is used successfully with excellent yield. In both cases, sole 1,2-cis products are obtained at -20°C through the activation of thioglycosides. In the experiment, the researchers used many compounds, for example, 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Application of 516-12-1)

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. Application of 516-12-1

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

Synthetic Route of C3H9IOSIn 2019 ,《Rhodium-catalyzed C-H activation/cyclization of enaminones with sulfoxonium ylides toward polysubstituted naphthalenes》 appeared in Tetrahedron Letters. The author of the article were Wang, Zhenlian; Xu, Huang. The article conveys some information:

A rhodium-catalyzed ortho-C-H functionalization and annulation between enaminones and sulfoxonium ylides was developed, affording a series of multi-substituted naphthalenes I [R = H, 6-MeO, 6-CF3, etc.; Ar = Ph, 4-ClC6H4, 2-thienyl, etc.] in good to moderate yields with excellent functional group compatibility. The procedure featured with enaminone acting as both a directing and cyclization bifunctional group and the application of sulfoxonium ylide in C-H functionalization. After reading the article, we found that the author used Trimethylsulfoxonium iodide(cas: 1774-47-6Synthetic Route of C3H9IOS)

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.Synthetic Route of C3H9IOS

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