Month: October 2022

In 2022,Abdullayev, Shuay; Roy, Rene published an article in Carbohydrate Research. The title of the article was 《Practical non-enzymatic synthesis of propargyl sialyl-α-(2-3′)-lactosamine trisaccharide using minimal protecting groups manipulation》.Safety of 1-Iodopyrrolidine-2,5-dione The author mentioned the following in the article:

The trisaccharide, prop-2-ynyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid-(2→3)-β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside has been efficiently synthesized in a few steps without the need of conformationally constrained glycosyl donors and acceptors or enzymes. First, using the known prop-2-ynyl 2-acetamido-2-deoxy-6-O-tert-butyldiphenylsilyl-β-D-glucopyranoside as acceptor and the peracetylated galactosyl trichloroacetimidate as glycosyl donor, followed by protecting groups manipulation, prop-2-ynyl (6-O-tert-butyldiphenylsilyl-β-galactopyranosyl)-(1→4)-2-acetamido-2-deoxy-6-O-tert-butyldiphenylsilyl-β-D-glucopyranoside was synthesized with exclusive O-4 regioselectivity due to steric hindrance of the upper face of the acceptor at O-3. The propargylic aglycon is suitable for chem. ligation using click chem. as reported for its (2→6) sialylated analog. In the experimental materials used by the author, we found 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Safety of 1-Iodopyrrolidine-2,5-dione)

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. Safety of 1-Iodopyrrolidine-2,5-dione

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

Computed Properties of C7H7IIn 2019 ,《Stainless steel mesh-GO/Pd NPs: catalytic applications of Suzuki-Miyaura and Stille coupling reactions in eco-friendly media》 was published in Green Chemistry. The article was written by Feizi Mohazzab, Bahareh; Jaleh, Babak; Issaabadi, Zahra; Nasrollahzadeh, Mahmoud; Varma, Rajender S.. The article contains the following contents:

The immobilization of palladium nanoparticles (Pd NPs) on stainless-steel mesh is described in two short steps via deposition of graphene oxide (GO) on the stainless-steel mesh (mesh-GO) by electrophoretic deposition (EPD), preparation of Pd NPs using laser ablation in liquids (LAL) and finally the immobilization of Pd NPs on the mesh-GO by immersion in a Pd NP colloidal solution The novel, efficient and reusable mesh-GO/Pd catalyst was characterized by various techniques such as SEM, EDS, UV-Vis and FT-IR spectroscopy and its catalytic activity was investigated for the Suzuki-Miyaura and Stille coupling reactions in ethanolic water. In the experiment, the researchers used many compounds, for example, 1-Iodo-4-methylbenzene(cas: 624-31-7Computed Properties of C7H7I)

1-Iodo-4-methylbenzene(cas: 624-31-7) is used in wide range of medicals industrial applications as well as in pharmaceutical intermediates, polarizing films for Liquid Crystal Display (LCD) chemicals.Computed Properties of C7H7I

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

Reference of 1-Chloro-3-iodobenzeneIn 2022 ,《Electrochemical Synthesis of Sulfonyl Fluorides with Triethylamine Hydrofluoride》 was published in Chinese Journal of Chemistry. The article was written by Zhang, Lei; Cheng, Xu; Zhou, Qi-Lin. The article contains the following contents:

Hydrofluoride is an industry-preferred fluoride source, and finds extensively application to manufacture diverse fluoro chems. The Et3N-3HF complex is a liquid HF with improve safety. In this work, electrochem. synthesis of a series of sulfonyl fluoride with Et3N-3HF as fluoride source was reported. The sulfinic salt is a smell-less, non-volatile, and air-stable sulfur source in this reaction. With the combination of Et3N-3HF and aryl/alkyl sulfinic salt, the sulfonyl fluorides are achieved without the use of external oxidant. In addition, further advantage in a tandem reaction involving Pd-catalyzed C-S cross-coupling and formation of S-F bond was demonstrated. A variety of functional groups including amino acids, heterocycles, halides are well tolerated. The experimental process involved the reaction of 1-Chloro-3-iodobenzene(cas: 625-99-0Reference of 1-Chloro-3-iodobenzene)

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.Reference of 1-Chloro-3-iodobenzene

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

《Structural Analysis and Development of Notum Fragment Screening Hits》 was written by Zhao, Yuguang; Mahy, William; Willis, Nicky J.; Woodward, Hannah L.; Steadman, David; Bayle, Elliott D.; Atkinson, Benjamin N.; Sipthorp, James; Vecchia, Luca; Ruza, Reinis R.; Harlos, Karl; Jeganathan, Fiona; Constantinou, Stefan; Costa, Artur; Kjaer, Svend; Bictash, Magda; Salinas, Patricia C.; Whiting, Paul; Vincent, Jean-Paul; Fish, Paul V.; Jones, E. Yvonne. Safety of 1-Chloro-3-iodobenzeneThis research focused ontriazzole pyrazole benzimidazole synthesis SAR Notum Wnt signaling; Diamond-SGC Poised Library (DSPL); Notum inhibitors; Wnt signaling; fragment screening; hit-to-lead development. The article conveys some information:

The Wnt signaling suppressor Notum is a promising target for osteoporosis, Alzheimer′s disease, and colorectal cancers. To develop novel Notum inhibitors, we used an X-ray crystallog. fragment screen with the Diamond-SGC Poised Library (DSPL) and identified 59 fragment hits from the anal. of 768 data sets. Fifty-eight of the hits were found bound at the enzyme catalytic pocket with potencies ranging from 0.5 to >1000 μM. Anal. of the fragments′ diverse binding modes, enzymic inhibitory activities, and chem. properties led to the selection of six hits for optimization, and five of these resulted in improved Notum inhibitory potencies. One hit, 1-phenyl-1,2,3-triazole 7, and its related cluster members, have shown promising lead-like properties. These became the focus of our fragment development activities, resulting in compound 7d (I)h IC50 0.0067 μM. The large number of Notum fragment structures and their initial optimization provided an important basis for further Notum inhibitor development. In the experimental materials used by the author, we found 1-Chloro-3-iodobenzene(cas: 625-99-0Safety of 1-Chloro-3-iodobenzene)

1-Chloro-3-iodobenzene(cas: 625-99-0) 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. Safety of 1-Chloro-3-iodobenzene Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.

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

In 2016,Cheung, Chi Wai; Hu, Xile published 《Amine synthesis via iron-catalysed reductive coupling of nitroarenes with alkyl halides》.Nature Communications published the findings.Name: tert-Butyl 4-iodopiperidine-1-carboxylate The information in the text is summarized as follows:

The reductive coupling of nitroarenes RNO2 (R = 4-OHC6H4, OHCH2CH2C6H4, 1-naphthyl, etc.) with alkyl halides R1X (R1 = butan-2-yl, oxolan-3-yl, cyclooctyl, etc.) to yield (hetero)aryl amines, e.g., I has been reported. A simple iron catalyst enables the coupling with numerous primary, secondary and tertiary alkyl halides. Broad scope and high functional group tolerance are demonstrated. Mechanistic study suggests that nitrosoarenes and alkyl radicals are involved as intermediates. This new C-N coupling method provides general and step-economical access to aryl amines. In the experiment, the researchers used tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Name: tert-Butyl 4-iodopiperidine-1-carboxylate)

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.Name: tert-Butyl 4-iodopiperidine-1-carboxylate

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

In 2019,Chinese Journal of Chemistry included an article by Zhu, Bo-Han; Wang, Cai-Ming; Su, Hong-Yu; Ye, Long-Wu. Reference of 1-Bromo-4-iodobenzene. The article was titled 《NaBArF4-Catalyzed Oxidative Cyclization of 1,5- and 1,6-Diynes: Efficient and Divergent Synthesis of Functionalized γ- and δ-Lactams》. The information in the text is summarized as follows:

An efficient NaBArF4-catalyzed oxidative cyclization of readily available 1,5- and 1,6-diynes was developed. Importantly, this transition metal-free oxidative catalysis proceeded via a presumable Lewis acid-catalyzed SN2′ pathway, which was distinct from the relevant oxidative rhodium and gold catalysis. This method lead to the facile and practical construction of a diverse range of synthetically useful γ- and δ-lactams in mostly good to excellent yields with broad substrate scope. In the experiment, the researchers used 1-Bromo-4-iodobenzene(cas: 589-87-7Reference 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,dibromostyrenesReference of 1-Bromo-4-iodobenzene

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

The author of 《Synthesis of γ-Lactones Utilizing Ketoacids and Trimethylsulfoxonium Iodide》 were Triandafillidi, Ierasia; Savvidou, Anatoli; Kokotos, Christoforos G.. And the article was published in Organic Letters in 2019. Reference of Trimethylsulfoxonium iodide The author mentioned the following in the article:

γ-Ketoacids, a δ-ketoacid, and a γ-ketoamide underwent Johnson-Corey-Chaykovsky epoxidation with trimethylsulfoxonium iodide and NaH in DMSO to yield γ-(hydroxymethyl)-γ-lactones, a δ-(hydroxymethyl)-δ-lactone, and a γ-(hydroxymethyl)-γ-lactam in 22-76% yields. The method was used in an attempted synthesis of (+)-asperolide C; (-)-epi-asperolide C was obtained in two steps from (+)-podocarpic acid. The experimental process involved the reaction of Trimethylsulfoxonium iodide(cas: 1774-47-6Reference 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.Reference of Trimethylsulfoxonium iodide

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

《Syntheses of N-Alkyl 2-Arylindoles from Saturated Ketones and 2-Arylethynylanilines via Cu-Catalyzed Sequential Dehydrogenation/aza-Michael Addition/Annulation Cascade》 was published in Journal of Organic Chemistry in 2020. These research results belong to Ling, Fei; Song, Dingguo; Chen, Linlin; Liu, Tao; Yu, Mengyao; Ma, Yan; Xiao, Lian; Xu, Min; Zhong, Weihui. SDS of cas: 63069-48-7 The article mentions the following:

A Cu-catalyzed and 4-OH-TEMPO-mediated sequential dehydrogenation/aza-Michael addition/annulation cascade reaction for the construction of N-alkyl 2-arylindoles I (R = H, 2-F, 3-OMe, 4-Cl, etc.; R1 = H, F, Cl, OMe, C(O)OCH3; R2 = H; R3 = H, Cl; R2R3 = -CH=CHCH=CH-; R4 = Ph, Me, pyridin-3-yl, thiophen-2-yl, etc.) and from facilely available saturated ketones R4C(O)CH2CH3 and 2-arylethynylanilines 2-RC6H4CC-4-R1-5-R2-6-R3C6HNH2 was described. This reaction shows high regioselectivity and tolerates a variety of functional groups. Moreover, 3-alkyl-substituted indoles II (R5 = Bu, tert-Bu, pentyl, propyl) can also be obtained when using 2-alkylethynylanilines 2-R5CCC6H4NH2 as starting materials. In the part of experimental materials, we found many familiar compounds, such as 4-Chloro-2-iodoaniline(cas: 63069-48-7SDS of cas: 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.SDS of cas: 63069-48-7

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

《Synthesis of C6-Substituted Isoquinolino[1,2-b]quinazolines via Rh(III)-Catalyzed C-H Annulation with Sulfoxonium Ylides》 was published in Journal of Organic Chemistry in 2020. These research results belong to Zhang, Jin; Wang, Xiaogang; Chen, Di; Kang, Yifan; Ma, Yangmin; Szostak, Michal. Electric Literature of C3H9IOS The article mentions the following:

We report the synthesis of C6-substituted isoquinolino[1,2-b]quinazolinones via rhodium(III)-catalyzed C-H annulation with sulfoxonium ylides and evaluation of the cytotoxic activity of the scaffold. This C-H activation approach enables the most straightforward and convergent synthesis of C6-substituted isoquinolino[1,2-b]quinazolines reported to date. This operationally simple method is compatible with a wide variety of the sulfoxonium ylide and arene C-H activation coupling partners, permitting access to diverse isoquinolino[1,2-b]quinazolines. This method shows a high atom economy, generating H2O and DMSO (DMSO) as byproducts. This method is scalable and operates with exquisite N-lactam cyclization selectivity, thus enabling expedient access to new heterocyclic analogs featuring promising cytotoxic properties.Trimethylsulfoxonium iodide(cas: 1774-47-6Electric Literature of C3H9IOS) 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.Electric Literature of C3H9IOS

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

《Pd-catalyst Anchored on Schiff Base-modified Chitosan-CNT Nanohybrid for the Suzuki-Miyaura Coupling Reaction》 was written by Joo, Seong-Ryu; Kim, Seung-Hoi; Shin, Ueon Sang; Kim, Han-Sem. Reference of 3-Iodophenol And the article was included in Current Organic Chemistry in 2020. The article conveys some information:

A novel Pd-nanoparticle-catalyst supported on chitosan-pyridine-modified carbon nanotube (CNT) was prepared The obtained Pd-catalytic platform (Pd@CS-Py@CNT) was fully characterized and employed to the Suzuki-Miyaura coupling reaction as a heterogeneous catalyst, showing an excellent catalytic activity in aqueous media in the absence of phase transfer agents. Moreover, the easy recoverability and reusability of the catalytic system after a simple manipulation is a great benefit. The results came from multiple reactions, including the reaction of 3-Iodophenol(cas: 626-02-8Reference 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. Reference of 3-Iodophenol Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.

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