Month: October 2022

In 2022,Eckl, Robert; Fischer, Sebastian; Sonnleitner, Carina M.; Schmidhuber, Daniel; Rehbein, Julia; Reiser, Oliver published an article in ACS Organic & Inorganic Au. The title of the article was 《Stereoselective Synthesis of Biologically Relevant Tetrahydropyridines and Dihydro-2H-pyrans via Ring-Expansion of Monocyclopropanated Heterocycles》.Synthetic Route of C3H9IOS The author mentioned the following in the article:

A stereoselective, scalable, and metal-free ring-expansion of monocyclopropanated pyrroles and furans was developed, leading to value-added highly functionalized tetrahydropyridine and dihydro-2H-pyran derivatives Featuring a cyclopropylcarbinyl cation rearrangement as the key step, the selective cleavage of the unactivated endocyclic cyclopropane C-C bond was achieved. Targeted transformations of the thus obtained six-membered heterocycles give access to versatile building blocks with relevance for drug synthesis.Trimethylsulfoxonium iodide(cas: 1774-47-6Synthetic Route 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.Synthetic Route of C3H9IOS

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

Application of 1774-47-6In 2020 ,《Rh(III)-Catalyzed [3 + 3] Annulation Reaction of Cyclopropenones and Sulfoxonium Ylides toward Trisubstituted 2-Pyrones》 appeared in Journal of Organic Chemistry. The author of the article were Zhou, Peng; Yang, Wei-Tao; Rahman, Anis Ur; Li, Guigen; Jiang, Bo. The article conveys some information:

A new Rh(III)-catalyzed [3 + 3] annulation reaction between cyclopropenones and β-ketosulfoxonium ylides has been reported, enabling metal carbene insertion to access a wide range of trisubstituted 2-pyrones I (R = Ph, 2-thienyl, 4-FC6H4, etc.; Ar = Ph, 4-ClC6H4, 4-H3CC6H4) with moderate to excellent yields via C-C single bond cleavage, in which sulfoxonium ylides serve as potential safe precursors of metal carbenes. This reaction occurred under redox-neutral conditions with a broad substrate scope. In the experiment, the researchers used Trimethylsulfoxonium iodide(cas: 1774-47-6Application 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.Application of 1774-47-6

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

Computed Properties of C4H4INO2In 2022 ,《Simple tool for adding solid catalysts without contamination by oxygen or moisture》 was published in Catalysis Today. The article was written by Khodjaniyazov, Khamid U.; Joh, Yohei; Torikai, Kohei. The article contains the following contents:

Even though catalyst loading is one of the first crucial steps in organic and inorganic catalytic reactions, it has not been frequently discussed or improved to date. In particular, when a solid catalyst is added to an oxygen- and moisture-sensitive reaction mixture, a carefully tuned process to ensure an inert atm. (under nitrogen or argon) is required. Although gloveboxes are nowadays considered to be a universal solution, it is still associated with unsolved problems, such as high cost, high space consumption, difficult temperature control, and handling difficulties on account of the gloves. Herein, we report a recently developed simple apparatus that enables the addition of a solid without opening the reaction vessel. This solid-addition funnel drastically improved the yield (from trace to 64%) and the reproducibility of our original glycosylation reaction. In the experiment, the researchers used 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Computed Properties of C4H4INO2)

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. Computed Properties of C4H4INO2

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

Reference of 1,2-DiiodoethaneIn 2016 ,《Synthesis of a sterically bulky diphosphine synthon and Ru(II) complexes of a cooperative tridentate enamide-diphosphine ligand platform》 was published in Dalton Transactions. The article was written by Annibale, Vincent T.; Ostapowicz, Thomas G.; Westhues, Stefan; Wambach, Truman C.; Fryzuk, Michael D.. The article contains the following contents:

To generate tridentate enamido diphosphine ligand platforms, the authors developed procedures for the preparation of tBu2PCH2CH2P(tBu)I, which involve low temperatures, pentane solvent and addition of 4 equiv of tBuLi to Cl2PCH2CH2PCl2 or 2 equiv of tBuLi to known Cl(tBu)PCH2CH2P(tBu)Cl also at low temperatures in pentane; an alternate method involves the inverse addition of Cl(tBu)PCH2CH2P(tBu)Cl to 2 equiv of tBuLi in pentane at 0°; all of these methods generate good yields of the tetraphosphine dimer (tBu2PCH2CH2P(tBu))2 contaminated by small amounts of tBu2PCH2CH2PtBu2 (dtbpe), which can be conveniently separated by sublimation. Subsequent oxidative cleavage of the P-P bond with I2 or 1,2-diiodoethane gave the desired tBu2PCH2CH2P(tBu)I, which undergoes C-P bond formation when added to 1 equiv of the Li N-2,6-diisopropylphenylenamide of cyclopentylidene imine to generate the HNPP ligand precursor; this species exists as a tautomeric mixture of the corresponding enamine and imine, the ratio of which depends on workup conditions used. This enamine-imine mixture can be used directly to form Ru(II) species either directly with heating to generate the five-coordinate (NPP)RuCl(CO) via loss of H2 or by inclusion of 1 equiv of KOtBu to generate (NPP)RuH(CO). X-ray crystallog. studies confirm that the geometry in the solid state matches the solution spectroscopic data. Subsequent studies of (NPP)RuH(CO) indicate that it reacts with benzaldehyde, benzyl alc., and H2 in a cooperative manner to generate hydride carbonyls that were characterized fully by NMR spectroscopy and x-ray crystallog. In the experiment, the researchers used 1,2-Diiodoethane(cas: 624-73-7Reference of 1,2-Diiodoethane)

1,2-Diiodoethane(cas: 624-73-7) is one of organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Reference of 1,2-Diiodoethane

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

《A bright two-photon fluorescent probe for real-time monitoring autophagy in living cells》 was written by Jiang, Chuankun; Li, Longchun; Jiang, Jiacheng; Hou, Lilin; Fang, Gemin; Haizhu, Yu; Meng, Xiangming. Name: 3-IodophenolThis research focused ontwo photon fluorescent probe autophagy cell. The article conveys some information:

A novel donor-acceptor (D-A) type of two-photon (TP) fluorescent probe, i.e. Lyso-OSC, based on the lysosome-targeting morpholine group was developed. The polarity sensing coumarin group was functionalized as the acceptor and the 1-vinyl-4-methoxybenzene group was engineered as the donor. The fluorescence intensity and emission maximum wavelength of Lyso-OSC are highly sensitive to the polarity changes of solvent. The two-photon absorption cross-section and tissue penetration depth are up to 254 GM and 150μm, resp. The strong fluorescence, high sensitivity to polarity, low cytotoxicity, and accurate lysosome-targeting ability entail Lyso-OSC the excellent performance in detecting the polarity changes of cellular environment. To this end, a bright, real-time imaging autophagy of living cells has been achieved. After reading the article, we found that the author used 3-Iodophenol(cas: 626-02-8Name: 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.Name: 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

《Bronsted Acid-Promoted Diastereoselective [4+1] Cyclization Reaction of Enamides and Sulfoxonium Ylides》 was written by Luo, Nan; Zhan, Zhenzhen; Ban, Zihui; Lu, Guoqiang; He, Jianping; Hu, Fangpeng; Huang, Guosheng. Safety of Trimethylsulfoxonium iodideThis research focused onvinylamide preparation sulfoxonium ylide Bronsted acid catalyst diastereoselective cycloaddition; carbonyl methyloxazoline preparation. The article conveys some information:

A metal-free synthesis of trisubstituted trans-oxazolines using enamides and sulfoxonium ylides was developed. A [4+1] cyclization reaction was realized by the formation of C-C and C-O bonds under mild conditions, wherein the reaction was catalyzed by HClO4. This strategy produced trans-oxazolines in good yields with considerable diastereoselective control and is sufficient for large-scale synthesis. After reading the article, we found that the author used Trimethylsulfoxonium iodide(cas: 1774-47-6Safety of Trimethylsulfoxonium iodide)

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.Safety of Trimethylsulfoxonium iodide

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

《Tetrathiopyridyl-tetrathiafulvalene-based Cd(II) coordination polymers: one ligand, one metal cation, many possibilities》 was written by Bechu, Damien; Rogez, Guillaume; Hosseini, Mir Wais; Baudron, Stephane A.. Safety of 4-IodopyridineThis research focused ontransition metal tetrathiopyridyltetrathiafulvalene polymer preparation spin state; crystal structure transition metal tetrathiopyridyltetrathiafulvalene polymer. The article conveys some information:

A novel tetrathiafulvalene (TTF) derivative bearing four peripheral 4-thiopyridyl units has been designed, synthesized and assembled with CdI2, Cd(NO3)2 and Cd(NCS)2 salts for the construction of a series of coordination polymers. Five networks presenting four different arrangements have been obtained and characterized by single-crystal X-Ray diffraction along with three isostructural compounds with other M(NCS)2 salts (M = Mn, Fe, Co). Whereas one is based on infinite {Cd(NCS)2}∞ chains, the others are constructed from mononuclear nodes with octahedral metal cations coordinated to four pyridyl groups of four different TTFs and to two anions in the axial positions. Interestingly, these coordination polymers built on structurally analogous metal nodes strongly differ in their overall organization (dimensionality, potential porosity, interpenetration), depending on the conformation adopted by the TTF bridging ligand in the crystal. Out of the six possible limit conformers for this derivative, four have been identified in the different materials described herein, highlighting the impact of using such a flexible ligand on exploring a broader landscape of possible crystalline architectures. The results came from multiple reactions, including the reaction of 4-Iodopyridine(cas: 15854-87-2Safety of 4-Iodopyridine)

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.Safety of 4-Iodopyridine

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

Name: 1-Chloro-4-iodo-2-nitrobenzeneOn October 20, 2008 ,《Synthesis of 2-benzylimidazo[2,1-b][1,3]benzothiazoles through palladium-catalyzed heteroannulation of acetylenic compounds》 was published in Tetrahedron Letters. The article was written by Bakherad, Mohammad; Nasr-Isfahani, Hossein; Keivanloo, Ali; Sang, Golnaz. The article contains the following contents:

Reactions of 2-imino-3-(2-propynyl)-1,3-benzothiazole with electron-deficient iodobenzenes RI (R = 2-O2NC6H4, 3-O2NC6H4, 4-O2NC6H4, 2-Me-4-O2NC6H3, 2-O2N-4-ClC6H3, 2-Cl-4-O2NC6H3, 3-O2N-4-ClC6H3, 4-NCC6H4, 4-MeO2CC6H4) in the presence of bis(triphenylphosphine)palladium dichloride leads to 2-benzylimidazo[2,1-b][1,3]benzothiazoles I in 55-87% yields. The results came from multiple reactions, including the reaction of 1-Chloro-4-iodo-2-nitrobenzene(cas: 41252-95-3Name: 1-Chloro-4-iodo-2-nitrobenzene)

1-Chloro-4-iodo-2-nitrobenzene(cas: 41252-95-3) 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. Name: 1-Chloro-4-iodo-2-nitrobenzene Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.

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

Reference of 1-Chloro-4-iodo-2-nitrobenzeneOn June 2, 2008, Bakherad, Mohammad; Nasr-Isfahani, Hossein; Keivanloo, Ali; Doostmohammadi, Nesa published an article in Tetrahedron Letters. The article was 《Pd-Cu catalyzed heterocyclization during Sonogashira coupling: synthesis of 2-benzylimidazo[1,2-a]pyridine》. The article mentions the following:

The reaction of 2-amino-1-(2-propynyl)pyridinium bromide with various iodobenzenes, catalyzed by Pd-Cu, leads to the formation of 2-benzylimidazo[1,2-a]pyridines. In the part of experimental materials, we found many familiar compounds, such as 1-Chloro-4-iodo-2-nitrobenzene(cas: 41252-95-3Reference of 1-Chloro-4-iodo-2-nitrobenzene)

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. 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.Reference of 1-Chloro-4-iodo-2-nitrobenzene

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

Bakherad, Mohammad; Keivanloo, Ali; Kalantar, Zahra; Jajarmi, Saeideh published an article on January 12 ,2011. The article was titled 《Pd/C-catalyzed heterocyclization during copper-free Sonogashira coupling: Synthesis of 2-benzylimidazo[1,2-a]pyrimidines in water》, and you may find the article in Tetrahedron Letters.Reference of 1-Chloro-4-iodo-2-nitrobenzene The information in the text is summarized as follows:

An efficient synthesis of 2-benzylimidazo[1,2-a]pyrimidines I (R = 4-O2NC6H4, 3-O2NC6H4, 4-BrC6H4, etc.) in water is accomplished via Pd/C-catalyzed reaction of 2-imino-1-(2-propynyl)pyrimidine with various aryl iodides in the presence of K2CO3 as the base.1-Chloro-4-iodo-2-nitrobenzene(cas: 41252-95-3Reference of 1-Chloro-4-iodo-2-nitrobenzene) was used in this study.

1-Chloro-4-iodo-2-nitrobenzene(cas: 41252-95-3) belongs to organic iodides. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Reference of 1-Chloro-4-iodo-2-nitrobenzene 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