Tag: 200-300

Quality Control of 1-Iodopyrrolidine-2,5-dioneIn 2019 ,《Influence of remote functional groups towards the formation of 1,2-cis glycosides: special emphasis on β-mannosylation》 appeared in Organic & Biomolecular Chemistry. The author of the article were Gucchait, Arin; Misra, Anup Kumar. The article conveys some information:

A convenient straightforward method has been developed for 1,2-cis glycosylation and β-mannosylation in excellent yields using glycosyl donors having a 4,6-O-benzylidene acetal together with a p-methoxybenzyl (PMB) or 2-naphthylmethyl (NAP) group at the C-3 position under standard glycosylation conditions. After reading the article, we found that the author used 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Quality Control 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. Quality Control of 1-Iodopyrrolidine-2,5-dione

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

SDS of cas: 1774-47-6In 2021 ,《Rhodium(III)-Catalyzed Cross-Coupling of Sulfoxonium Ylides with Quinoline-8-carboxaldehydes for Synthesis of Quinoline-1,3-diketones》 appeared in Asian Journal of Organic Chemistry. The author of the article were Lyu, Xue-Li; Huang, Shi-Sheng; Huang, Yuan-Qiong; Song, Hong-Jian; Liu, Yu-Xiu; Li, Yong-Qiang; Yang, Shao-Xiang; Wang, Qing-Min. The article conveys some information:

Herein, a protocol for rhodium(III)-catalyzed aldehydic C(sp2)-H acylmethylation reactions of quinoline-8-carboxaldehydes I (R = H, 6-(4-methoxyphenyl), 5-(naphthalen-1-yl), etc.) using sulfoxonium ylides R1C(O)CH=S(O)Me2 (R1 = Ph, propan-2-yl, adamantan-1-yl, etc.) as carbene precursors to afford 1,3-diketones II, which readily tautomerized to their enol forms was reported. The reaction mechanism was determined by synthesizing the key intermediate, a five-membered-ring acylrhodium species were determinedTrimethylsulfoxonium iodide(cas: 1774-47-6SDS of cas: 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. Further, it reacts with alfa,beta-unsaturated esters to get cyclopropyl esters.SDS of cas: 1774-47-6

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

Formula: C6H5ClINIn 2021 ,《Palladium-Catalyzed Carbonylative Synthesis of 2-(Trifluoromethyl)quinazolin-4(3H)-ones from Trifluoroacetimidoyl Chlorides and Nitro Compounds》 appeared in Advanced Synthesis & Catalysis. The author of the article were Wang, Le-Cheng; Zhang, Yu; Chen, Zhengkai; Wu, Xiao-Feng. The article conveys some information:

A procedure on palladium-catalyzed carbonylative reaction of trifluoroacetimidoyl chlorides and nitro compounds for the construction of pharmaceutically valuable 2-(trifluoromethyl)quinazolin-4(3H)-ones has been achieved. In this transformation, Mo(CO)6 has been used both as a convenient CO source and a reducing reagent. This newly developed protocol is compatible with various nitro compounds and can be readily scaled up to 1 mmol scale. In the part of experimental materials, we found many familiar compounds, such as 4-Chloro-2-iodoaniline(cas: 63069-48-7Formula: C6H5ClIN)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Examples of direct uses of amines and their salts are as corrosion inhibitors in boilers and in lubricating oils (morpholine), as antioxidants for rubber and roofing asphalt (diarylamines), as stabilizers for cellulose nitrate explosives (diphenylamine), as protectants against damage from gamma radiation (diarylamines), as developers in photography (aromatic diamines), as flotation agents in mining, as anticling and waterproofing agents for textiles, as fabric softeners, in paper coating, and for solubilizing herbicides.Formula: C6H5ClIN

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

In 2022,Gangadhar, Maram; Ramesh, Vankudoth; Prasad, Vadla Shiva; Adiyala, Praveen Reddy published an article in Journal of Organic Chemistry. The title of the article was 《Silver Ions Promoted Palladium-Catalyzed Inactive β-C(sp3)-H Bond Arylation in Batch and Continuous-Flow Conditions》.Computed Properties of C7H5IO The author mentioned the following in the article:

A palladium(II)-catalyzed protocol for inactive β-C(sp3)-H bond functionalization has been first accomplished. The reaction proceeds through five-membered carbocycles for the formation of C-C bonds via the Pd(II)/Pd(IV) cycle. This reaction was carried out with various aryl iodides RI (R = Ph, 9H-fluoren-2-yl, 3,5-di(trifluoromethyl)phenyl, etc.) and benzothiazoles/benzoxazoles/benzimidazoles I (X = S, O, NCH2Ph, etc.; R1 = H, 6-NO2, 5-NO2; R = H), which were well-tolerated in this reaction and successfully generated β-C(sp3)-H arylated products I. Further implementation of this batch protocol to continuous flow by utilizing a PTFE (polytetrafluoroethylene) capillary reactor enhanced the reaction efficiency and decreased the reaction time (18.4 min) as compared to batch conditions (8 h). Even on the gram scale, the process produced excellent yield with negligible diarylations. Functional group tolerance, a continuous-flow approach, and easy-to-handle reaction conditions make this inactive β-C(sp3)-H bond functionalization protocol very attractive. The experimental part of the paper was very detailed, including the reaction process of 4-Iodobenzaldehyde(cas: 15164-44-0Computed Properties of C7H5IO)

4-Iodobenzaldehyde(cas: 15164-44-0) is used in synthesis of 4-[2-(trimethylsilyl)ethynyl]benzaldehyde, 5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin, and 5,15-dimesityl-10-[3,5-bis{2-[4-(N,N’-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin.Computed Properties of C7H5IO

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

Debrauwer, Vincent; Leito, Ivo; Lokov, Mart; Tshepelevitsh, Sofja; Parmentier, Michael; Blanchard, Nicolas; Bizet, Vincent published an article in 2021. The article was titled 《Synthesis and Physico-Chemical Properties of 2-SF5-(Aza)Indoles, A New Family of SF5-Heterocycles》, and you may find the article in ACS Organic & Inorganic Au.Product Details of 63069-48-7 The information in the text is summarized as follows:

Herein was described a strategy to access (pentafluoro-sulfanyl)indoles I [R = H, 5-Me, 5-OCF3, etc.; R1 = H, Ts] for the first time. The sequence relied on the radical addition of SF5Cl to the alkynyl π-system of 2-ethynyl anilines followed by a cyclization reaction. A telescoped sequence was proposed making this strategy very appealing and reproducible on gram scale. Downstream functionalizations were also demonstrated, allowing an easy diversification of N- and C3-positions. Ames test, pKa, logP and DSC measurements of several fluorinated 2-Rf-indoles were also disclosed. These studies highlighted the strategic advantages that a C2-pentafluorosulfanylated motif impart to a privileged scaffold such as indole. The experimental part of the paper was very detailed, including the reaction process of 4-Chloro-2-iodoaniline(cas: 63069-48-7Product Details of 63069-48-7)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Amines can be classified according to the nature and number of substituents on nitrogen. Aliphatic amines contain only H and alkyl substituents. Aromatic amines have the nitrogen atom connected to an aromatic ring.Important amines include amino acids, biogenic amines, trimethylamine, and aniline. Inorganic derivatives of ammonia are also called amines, such as monochloramine (NClH2).Product Details of 63069-48-7

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

Tian, Yu; Zhang, Zunting; Wang, Tao published an article in 2021. The article was titled 《Synthesis of Isatin-Hydrazones from 3-Diazo Oxindoles and Sulfoxonium Ylides under Catalyst- and Additive-Free Conditions》, and you may find the article in European Journal of Organic Chemistry.SDS of cas: 1774-47-6 The information in the text is summarized as follows:

A facile synthesis of isatin-hydrazones from 3-diazo oxindoles and sulfoxonium ylides under catalyst- and additive-free conditions is described. A plausible reaction pathway is proposed for the transformation, in which diazo compounds play as electrophiles to react with nucleophilic sulfoxonium ylides. The reaction mechanism is supported by the exptl. evidence.Trimethylsulfoxonium iodide(cas: 1774-47-6SDS of cas: 1774-47-6) was used in this study.

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.SDS of cas: 1774-47-6

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

Rakshit, Amitava; Dhara, Hirendra Nath; Alam, Tipu; Dahiya, Anjali; Patel, Bhisma K. published an article in 2021. The article was titled 《Cu(II)-Promoted Cascade Synthesis of Fused Imidazo-Pyridine-Carbonitriles》, and you may find the article in Journal of Organic Chemistry.Product Details of 63069-48-7 The information in the text is summarized as follows:

A Cu(II)-promoted synthesis of an aza-fused N-heterocycle having a benz-imidazopyridine scaffold is developed via an addition-cyclization reaction followed by an Ullmann-type C-N coupling between o-iodoanilines and γ-ketodinitriles. This protocol features a broad substrate scope, giving products in 32-84% yields. The compounds show excellent photoluminescence properties having two absorption maxima in the region between 270-280 and 338-350 nm and emission maxima in the range of 502-533 nm. The HOMO-LUMO energy gap of 3.49-3.57 eV was determined using Gaussian 09 at the B3LYP/6-31G (d, p) basis set level. Authors also demonstrated a few postsynthetic modifications. In the experiment, the researchers used 4-Chloro-2-iodoaniline(cas: 63069-48-7Product Details of 63069-48-7)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Product Details of 63069-48-7

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

Waki, Minoru; Inagaki, Shinji published an article in 2021. The article was titled 《Metal scavenging and catalysis by periodic mesoporous organosilicas with 2,2′-bipyridine metal chelating ligands》, and you may find the article in Applied Organometallic Chemistry.Recommanded Product: 15164-44-0 The information in the text is summarized as follows:

A periodic mesoporous organosilica containing 2,2′-bipyridine (BPy-PMO) was assessed as a metal scavenger and heterogeneous catalyst. The functionalized PMO was synthesized based on a modified version of a previously reported procedure and showed a large surface area with crystal-like pore walls and uniformly small particles. The small BPy-PMOs (s-BPy-PMOs) exhibited efficient adsorption and removal of palladium (Pd2+) and copper (Cu2+) ions from THF solutions, as confirmed by inductively coupled plasma and UV/vis spectroscopy analyses. The removal efficiencies for Pd and Cu were determined to be 99.9% and 97.5%, resp. This material was also used to scavenge residual Pd and Cu from reagent solutions following Sonogashira-Hagihara coupling, during which C-C bonds are generated based on catalysis by these metals. Moreover, Pd2+ supporting s-BPy-PMO was found to act as an efficient heterogeneous catalyst for the Sonogashira-Hagihara coupling reaction and could be easily separated from the reaction solution by simple filtration and reused. In addition to this study using 4-Iodobenzaldehyde, there are many other studies that have used 4-Iodobenzaldehyde(cas: 15164-44-0Recommanded Product: 15164-44-0) was used in this study.

4-Iodobenzaldehyde(cas: 15164-44-0) is used in synthesis of 4-[2-(trimethylsilyl)ethynyl]benzaldehyde, 5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin, and 5,15-dimesityl-10-[3,5-bis{2-[4-(N,N’-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin.Recommanded Product: 15164-44-0

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

Day, David Philip; Mora Vargas, Jorge Andres; Burtoloso, Antonio Carlos Bender published an article in 2021. The article was titled 《Direct Synthesis of α-Fluoro-α-Triazol-1-yl Ketones from Sulfoxonium Ylides: A One-Pot Approach》, and you may find the article in Journal of Organic Chemistry.SDS of cas: 1774-47-6 The information in the text is summarized as follows:

The work reported herein showcases a new route to access α-fluoro-α-triazol-1-yl ketones I [R1 = t-Bu, Ph, 2,4,6-tri-ClC6H2, etc.; R2 = t-Bu, Ph, 4-MeC6H4, etc.] from sulfoxonium ylides via α-azido-α-fluoro ketone intermediates. In a one-pot, two-step sequence, the ketosulfoxonium reactant initially underwent insertion of F+ and N3-, followed by a subsequent CuAAC reaction with arylacetylenes to install a 1,4-triazolo moiety. The approach allowed for modification to both the sulfoxonium ylide and arylacetylene reactants. Fifteen examples had been reported, with yields ranging between 22%-75%.Trimethylsulfoxonium iodide(cas: 1774-47-6SDS of cas: 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. Further, it reacts with alfa,beta-unsaturated esters to get cyclopropyl esters.SDS of cas: 1774-47-6

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

Wang, Liang-Neng; Tang, Pan-Ting; Li, Ming; Li, Jia-Wei; Liu, Yue-Jin; Zeng, Ming-Hua published their research in Advanced Synthesis & Catalysis in 2021. The article was titled 《Double Ligands Enabled Ruthenium Catalyzed ortho-C-H Arylation of Dialkyl Biarylphosphines: Straight and Economic Synthesis of Highly Steric and Electron-Rich Aryl-Substituted Buchwald-Type Phosphines》.Application of 626-02-8 The article contains the following contents:

A double-ligands enabled Ru catalyzed C(sp2)-H arylation of dialkyl phosphines is described, which provides a straight access to aryl-substituted dialkyl phosphine ligands. The combination of 1,3-diketone and amino acid ligands is essential for this transformation. An important six-membered cycloruthenium intermediate was successfully isolated and characterized by x-ray diffraction. Mechanistic studies showed that the 1,3-diketone promoted the process of oxidative addition of cycloruthenium intermediate. Some of modified CyJohnPhos ligands exhibited highly catalytic activity in Pd catalyzed C-N bond formation. The results came from multiple reactions, including the reaction of 3-Iodophenol(cas: 626-02-8Application of 626-02-8)

3-Iodophenol(cas: 626-02-8) belongs to organic iodides.Application of 626-02-8 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.

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