1774-47-6 Archives - Page 5 of 10 - Iodides-buliding-blocks

Triandafillidi, Ierasia’s team published research in Organic Letters in 2019 | CAS: 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.Reference of Trimethylsulfoxonium iodide

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)

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

Zhang, Jin’s team published research in Journal of Organic Chemistry in 2020 | CAS: 1774-47-6

《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.

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

Eckl, Robert’s team published research in ACS Organic & Inorganic Au in 2022 | CAS: 1774-47-6

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.

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

Zhou, Peng’s team published research in Journal of Organic Chemistry in 2020 | CAS: 1774-47-6

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)

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

Luo, Nan’s team published research in Advanced Synthesis & Catalysis in 2020 | CAS: 1774-47-6

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

《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)

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

Wu, Chenglin’s team published research in Organic Chemistry Frontiers in 2019 | CAS: 1774-47-6

Application In Synthesis of Trimethylsulfoxonium iodideIn 2019 ,《Ruthenium(II)-catalyzed selective C-H bond activation of imidamides and coupling with sulfoxonium ylides: an efficient approach for the synthesis of highly functional 3-ketoindoles》 was published in Organic Chemistry Frontiers. The article was written by Wu, Chenglin; Zhou, Jianhui; He, Guoxue; Li, Huihui; Yang, Qiaolan; Wang, Run; Zhou, Yu; Liu, Hong. The article contains the following contents:

Ruthenium-catalyzed selective C-H bond activation of imidamides and annulation of sulfoxonium ylides were achieved, which afforded a series of 3-ketoindole derivatives in good yields with good functional group compatibility. The catalytic system generated an indole scaffold by C-N and C-S bond cleavage. This reaction constitutes the first intermol. coupling of ylides with arenes to afford a 3-ketoindole skeleton by ruthenium-catalyzed C-H activation and annulation cascade. In the experiment, the researchers used many compounds, for example, Trimethylsulfoxonium iodide(cas: 1774-47-6Application In Synthesis of Trimethylsulfoxonium iodide)

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

Kumar, Pankaj’s team published research in Journal of Organic Chemistry in 2020 | CAS: 1774-47-6

《Accessing Dihydro-1,2-oxazine via Cloke-Wilson type Annulation of Cyclopropyl Carbonyls: Application towards the Diastereoselective Synthesis of Pyrrolo[1,2-b][1,2]oxazine》 was published in Journal of Organic Chemistry in 2020. These research results belong to Kumar, Pankaj; Kumar, Rakesh; Banerjee, Prabal. Safety of Trimethylsulfoxonium iodide The article mentions the following:

A convenient additive-free synthesis of dihydro-4H-1,2-oxazines via a Cloke-Wilson type ring expansion of the aryl substituted cyclopropane carbaldehydes (ACC) with the hydroxylamine salt was introduced. Comparatively less active cyclopropyl ketones also followed a similar protocol if supplemented by catalytic pTSA.H2O. The transformation was performed in an open-to-air flask as it showed negligible sensitivity towards air/moisture. Dihydro-4H-1,2-oxazines when subjected to cycloaddition with the cyclopropane diester, afforded a trouble-free formulation of the valued hexahydro-2H-pyrrolo[1,2-b][1,2]oxazine derivatives Cascade one-pot variant of this two-step strategy offered a comparable overall yield of the final product. In the experiment, the researchers used Trimethylsulfoxonium iodide(cas: 1774-47-6Safety of Trimethylsulfoxonium iodide)

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

Hu, Shulei’s team published research in Advanced Synthesis & Catalysis in 2021 | CAS: 1774-47-6

SDS of cas: 1774-47-6In 2021 ,《Synthesis of Pyrazolo[1,2-a]cinnolines via Rhodium(III)-Catalyzed [4+2] Annulation Reactions of Pyrazolidinones with Sulfoxonium Ylides》 appeared in Advanced Synthesis & Catalysis. The author of the article were Hu, Shulei; Han, Xu; Xie, Xiong; Fang, Feifei; Wang, Yong; Saidahmatov, Abdusaid; Liu, Hong; Wang, Jiang. The article conveys some information:

A method to synthesize pyrazolo[1,2-a]cinnolines via rhodium(III)-catalyzed C-H activation of pyrazolidinones and subsequent [4+2] annulation of sulfoxonium ylides was developed. 5-Substituted or 5,10-disubstituted pyrazolo[1,2-a]cinnolines could be obtained by slightly adjusting the reaction conditions. Gram-scale synthesis and practical transformations proved the practicability of this method. The mechanism of this method was proposed in the article on the basis of preliminary mechanistic results and previous reports. This method features simplified operation, metal-oxidant free, and readily available reactants. In the experiment, the researchers used Trimethylsulfoxonium iodide(cas: 1774-47-6SDS of cas: 1774-47-6)

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

Hornum, Mick’s team published research in Chemistry – A European Journal in 2019 | CAS: 1774-47-6

In 2019,Chemistry – A European Journal included an article by Hornum, Mick; Stendevad, Julie; Sharma, Pawan K.; Kumar, Pawan; Nielsen, Rasmus B.; Petersen, Michael; Nielsen, Poul. Safety of Trimethylsulfoxonium iodide. The article was titled 《Base-Pairing Properties of Double-Headed Nucleotides》. The information in the text is summarized as follows:

Nucleotides that contain two nucleobases (double-headed nucleotides) have the potential to condense the information of two sep. nucleotides into one. This presupposes that both bases must successfully pair with a cognate strand. Here, double-headed nucleotides that feature cytosine, guanine, thymine, adenine, hypoxanthine, and diaminopurine linked to the C2′-position of an arabinose scaffold were developed and examined in full detail. These monomeric units were efficiently prepared by convergent synthesis and incorporated into DNA oligonucleotides by means of the automated phosphoramidite method. Their pairing efficiency was assessed by UV-based melting-temperature anal. in several contexts and extensive mol. dynamics studies. Altogether, the results show that these double-headed nucleotides have a well-defined structure and invariably behave as functional dinucleotide mimics in DNA duplexes. In the experimental materials used by the author, we found Trimethylsulfoxonium iodide(cas: 1774-47-6Safety of Trimethylsulfoxonium iodide)

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

Zhou, Bingnan’s team published research in Advanced Synthesis & Catalysis in 2019 | CAS: 1774-47-6

In 2019,Advanced Synthesis & Catalysis included an article by Zhou, Bingnan; Dong, Jun; Xu, Jiaxi. Safety of Trimethylsulfoxonium iodide. The article was titled 《Safe, Metal-Free and Direct Synthesis of Dialkyl Acylmethylidenehydrazine-1,1-dicarboxylates from Dimethylsulfoxonium Acylmethylides and Dialkyl Azodicarboxylates》. The information in the text is summarized as follows:

N-Acylhydrazones were versatile electrophiles for the synthesis of nitrogen-containing compounds Dialkyl acylmethylidenehydrazine-1,1-dicarboxylates are a class of N-acylhydrazones and were prepared efficiently from dimethylsulfoxonium acylmethylides and dialkyl azodicarboxylates. The reaction was temperature-controlled, generating tetraalkyl 3,6-diacyl-1,2,4,5-tetrazinane-1,2,4,5-tetracarboxylates as major products accompanied by dialkyl acylmethylidenehydrazine-1,1-dicarboxylates as byproducts at low temperature, or dialkyl acylmethylidenehydrazine-1,1-dicarboxylates only at high temperature The current direct synthetic method was a safe and transition-metal-free route for the synthesis of dialkyl acylmethylidenehydrazine-1,1-dicarboxylates. The experimental process involved the reaction of Trimethylsulfoxonium iodide(cas: 1774-47-6Safety of Trimethylsulfoxonium iodide)

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