Category: 1774-47-6

Ghosh, Prithwish; Kwon, Na Yeon; Kim, Saegun; Han, Sangil; Lee, Suk Hun; An, Won; Mishra, Neeraj Kumar; Han, Soo Bong; Kim, In Su published an article in 2021. The article was titled 《C-H Methylation of Iminoamido Heterocycles with Sulfur Ylides》, and you may find the article in Angewandte Chemie, International Edition.Synthetic Route of C3H9IOS The information in the text is summarized as follows:

The direct methylation of N-heterocycles is an important transformation for the advancement of pharmaceuticals, agrochems., functional materials, and other chem. entities. Herein, the unprecedented C(sp2)-H methylation of iminoamido heterocycles as nucleoside base analogs is described. Notably, trimethylsulfoxonium salt was employed as a methylating agent under aqueous conditions. A wide substrate scope and excellent level of functional-group tolerance were attained. Moreover, this method can be readily applied to the site-selective methylation of azauracil nucleosides. The feasibility of gram-scale reactions and various transformations of the products highlight the synthetic potential of the developed method. Combined deuterium-labeling experiments aided the elucidation of a plausible reaction mechanism. Thus, e.g., treatment of pyrazinone I with trimethylsulfoxonium iodide and KOH in H2O afforded II (91%). 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) 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

Andreev, Ivan A.; Ratmanova, Nina K.; Augustin, Andre U.; Ivanova, Olga A.; Levina, Irina I.; Khrustalev, Victor N.; Werz, Daniel B.; Trushkov, Igor V. published an article in 2021. The article was titled 《Protic Ionic Liquid as Reagent, Catalyst, and Solvent: 1-Methylimidazolium Thiocyanate》, and you may find the article in Angewandte Chemie, International Edition.Recommanded Product: Trimethylsulfoxonium iodide The information in the text is summarized as follows:

We propose a new concept of the triple role of protic ionic liquids with nucleophilic anions: (a) a regenerable solvent, (b) a Broensted acid inducing diverse transformations via general acid catalysis, and (c) a source of a nucleophile. The efficiency of this strategy was demonstrated using thiocyanate-based protic ionic liquids for the ring-opening of donor-acceptor cyclopropanes. A wide variety of activated cyclopropanes were found to react with 1-methylimidazolium thiocyanate under mild metal-free conditions via unusual nitrogen attack of the ambident thiocyanate ion on the electrophilic center of the three-membered ring affording pyrrolidine-2-thiones bearing donor and acceptor substituents at the C(5) and C(3) atoms, resp., in a single time-efficient step [e.g., I → II (81%)]. The ability of 1-methylimidazolium thiocyanate to serve as a triplex reagent was exemplarily illustrated by (4+2)-annulation with 1-acyl-2-(2-hydroxyphenyl)cyclopropane, epoxide ring-opening and other organic transformations. Safety: ammonia evolution in cation metathesis reactions → carry out in fume hood. After reading the article, we found that the author used Trimethylsulfoxonium iodide(cas: 1774-47-6Recommanded Product: 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. Further, it reacts with alfa,beta-unsaturated esters to get cyclopropyl esters.Recommanded Product: Trimethylsulfoxonium iodide

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

The author of 《[3+3] Annulation via Ring Opening/Cyclization of Donor-Acceptor Cyclopropanes with (Un)symmetrical Ureas: A Quick Access to Highly Functionalized Tetrahydropyrimidinones》 were Taily, Irshad Maajid; Saha, Debarshi; Banerjee, Prabal. And the article was published in European Journal of Organic Chemistry in 2019. Category: iodides-buliding-blocks The author mentioned the following in the article:

A mild and straight-forward access to pharmacol. privileged tetrahydropyrimidinones exploiting readily available Donor-Acceptor cyclopropanes (DACs) is reported. This methodol. involves the Lewis acid catalyzed synthesis of ureido-malonates from (un)sym. ureas and DACs followed by I2-base mediated cyclization to their corresponding tetrahydropyrimidinones [e.g., I + II → III → IV]. The cyclization protocol involves nucleophilic attack of the nitrogen of urea on the newly generated electrophilic acceptor end of DAC. The post functionalization offered potential biol. active mols. After reading the article, we found that the author used Trimethylsulfoxonium iodide(cas: 1774-47-6Category: iodides-buliding-blocks)

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.Category: iodides-buliding-blocks

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

Rezayee, Nomaan M.; Enemaerke, Valdemar J.; Linde, Sif T.; Lamhauge, Johannes N.; Reyes-Rodriguez, Gabriel J.; Joergensen, Karl Anker; Lu, Chenxi; Houk, K. N. published their research in Journal of the American Chemical Society in 2021. The article was titled 《An Asymmetric SN2 Dynamic Kinetic Resolution》.Category: iodides-buliding-blocks The article contains the following contents:

The SN2 reaction exhibits the classic Walden inversion, indicative of the stereospecific backside attack of the nucleophile on the stereogenic center. Observation of the inversion of the stereocenter provides evidence for an SN2-type displacement. However, this maxim is contingent on substitution proceeding on a discrete stereocenter. Here we report an SN2 reaction that leads to enantioenrichment of product despite starting from a racemic mixture of starting material. The enantioconvergent reaction proceeds through a dynamic Walden cycle, involving an equilibrating mixture of enantiomers, initiated by a chiral aminocatalyst and terminated by a stereoselective SN2 reaction at a tertiary carbon to provide a quaternary carbon stereocenter. A combination of computational, kinetic, and empirical studies elucidates the multifaceted role of the chiral organocatalyst to provide a model example of the Curtin-Hammett principle. These examples challenge the notion of enantioenriched products exclusively arising from predefined stereocenters when operating through an SN2 mechanism. Based on these principles, examples are included to highlight the generality of the mechanism. We anticipate the asym. SN2 dynamic kinetic resolution to be used for a variety of future reactions. The experimental part of the paper was very detailed, including the reaction process of Trimethylsulfoxonium iodide(cas: 1774-47-6Category: iodides-buliding-blocks)

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.Category: iodides-buliding-blocks

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

《Visible-light-induced triple catalysis for a ring-opening cyanation of cyclopropyl ketones》 was published in Chemical Communications (Cambridge, United Kingdom) in 2020. These research results belong to Liu, Jing; Liu, Xiao-Peng; Wu, Hong; Wei, Yi; Lu, Fu-Dong; Guo, Kai-Rui; Cheng, Ying; Xiao, Wen-Jing. Recommanded Product: Trimethylsulfoxonium iodide The article mentions the following:

An unprecedented triple catalytic, general ring-opening cyanation reaction of cyclopropyl ketones I (R = Ph, 3,4-dichlorophenyl, prop-1-en-1-yl, etc.; R1 = H, CO2C(CH3)3; R2 = Ph, 4-fluorophenyl, 2-naphthyl, etc.) for the construction of γ-cyanoketones R2C(O)CH2CH(R1)CH(R)CN is described. The key is to merge photoredox catalysis with Lewis acid catalysis and copper catalysis to enable the selective cleavage of the carbon-carbon bonds and the selective coupling of the generated radical and cyanide anion. In the experimental materials used by the author, we found Trimethylsulfoxonium iodide(cas: 1774-47-6Recommanded Product: 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.Recommanded Product: Trimethylsulfoxonium iodide

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

The author of 《Synthesis of indoles and quinazolines via additive-controlled selective C-H activation/annulation of N-arylamidines and sulfoxonium ylides》 were Lai, Ruizhi; Wu, Xiaohua; Lv, Songyang; Zhang, Chen; He, Maoyao; Chen, Yuncan; Wang, Qiantao; Hai, Li; Wu, Yong. And the article was published in Chemical Communications (Cambridge, United Kingdom) in 2019. Recommanded Product: Trimethylsulfoxonium iodide The author mentioned the following in the article:

Selective synthesis of indole I (R1 = 5-OCH3, 6-F, 4,6-(CH3)2, etc.; R2 = CH3, (CH2)2CH3, CH2CH(CH3)2, (CH2)2OCH3, CH2C6H5; R3 = C6H5, 2-naphthyl, 2H-1,3-benzodioxol-5-yl, etc.) and quinazoline products II (R4 = 6-OCH3, 5-Cl, 6-C(O)CH3)was achieved through a precise control of the C-H activation/annulation by changing the additives from NaOAc to CuF2/CsOAc. This strategy constructs indoles I and quinazoline scaffolds II efficiently, and hence it is greatly used in pharmaceutical, agricultural and chem. industries.Trimethylsulfoxonium iodide(cas: 1774-47-6Recommanded Product: Trimethylsulfoxonium iodide) 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.Recommanded Product: Trimethylsulfoxonium iodide

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

《Computational-aided design of a library of lactams through a diversity-oriented synthesis strategy》 was published in Bioorganic & Medicinal Chemistry in 2020. These research results belong to Saldivar-Gonzalez, Fernanda I.; Lenci, Elena; Calugi, Lorenzo; Medina-Franco, Jose L.; Trabocchi, Andrea. Recommanded Product: Trimethylsulfoxonium iodide The article mentions the following:

Small mol. libraries for virtual screening are becoming a well-established tool for the identification of new hit compounds As for exptl. assays, the library quality, defined in terms of structural complexity and diversity, is crucial to increase the chance of a successful outcome in the screening campaign. In this context, Diversity-Oriented Synthesis has proven to be very effective, as the compounds generated are structurally complex and differ not only for the appendages, but also for the mol. scaffold. In this work, we automated the design of a library of lactams by applying a Diversity-Oriented Synthesis strategy called Build/Couple/Pair. We evaluated the novelty and diversity of these compounds by comparing them with lactam moieties contained in approved drugs, natural products, and bioactive compounds from ChEMBL. Finally, depending on their scaffold we classified them into β-, γ-, δ-, ε-, and isolated, fused, bridged and spirolactam groups and we assessed their drug-like and lead-like properties, thus providing the value of this novel in silico designed library for medicinal chem. applications. In the experiment, the researchers used many compounds, for example, Trimethylsulfoxonium iodide(cas: 1774-47-6Recommanded Product: 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. Further, it reacts with alfa,beta-unsaturated esters to get cyclopropyl esters.Recommanded Product: Trimethylsulfoxonium iodide

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

Formula: C3H9IOSIn 2020 ,《Stereoselective Oxidative Bioconjugation of Amino Acids and Oligopeptides to Aldehydes》 was published in Angewandte Chemie, International Edition. The article was written by Tobiesen, Henriette N.; Leth, Lars A.; Iversen, Marc V.; Naesborg, Line; Bertelsen, Soeren; Joergensen, Karl Anker. The article contains the following contents:

The first stereoselective, near-equimolar, and metal-free oxidative bioconjugation of amino acids and oligopeptides to aldehydes is presented. Based on a newly developed organocatalytic oxidative concept, the C-terminal and side-chain carboxylic acid functionalities of amino acids and oligopeptides are shown to couple in a stereoselective manner to α-branched aldehydes catalyzed by a chiral primary amine and a quinone as oxidizing agent. The oxidative coupling generally proceeds in high yield. For aspartic acid, selective coupling of the side-chain, or the C-terminal carboxylic acid, is demonstrated depending on the protection strategy. The stereoselective, oxidative bioconjugation concept is extended to a series of oligopeptides where coupling to carboxylic acid functionalities is presented. Bioorthogonal linker mols. for further functionalization are obtained by merging the oxidative coupling strategy with the click concept. It is demonstrated that the configuration of the new stereocenter is determined exclusively by the organocatalyst. The results came from multiple reactions, including the reaction of Trimethylsulfoxonium iodide(cas: 1774-47-6Formula: 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.Formula: C3H9IOS

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

The author of 《Water-mediated C-H activation of arenes with secure carbene precursors: the reaction and its application》 were Nie, Ruifang; Lai, Ruizhi; Lv, Songyang; Xu, Yingying; Guo, Li; Wang, Qiantao; Wu, Yong. And the article was published in Chemical Communications (Cambridge, United Kingdom) in 2019. Application of 1774-47-6 The author mentioned the following in the article:

A water-mediated C-H activation using sulfoxonium ylides was reported, providing a general, green and step-economic approach to construct a C-C bond and varieties of useful N-heterocycle scaffolds. Three series of aryl-alkylketones RCOCH2R1 [R = t-Bu, 1-adamantanyl, Ph; R1 = 2-(2-pyridyl)phenyl, 2-(2-pyridyl)-3-thienyl, 2-pyrazol-1-ylphenyl, etc.], benzothiazines I [R2 = Me, i-Pr, Ph, Bn; R3 = i-Pr, t-Bu, Ph; R4 = H, 6-Me, 6-OMe, 6-F, 8-OMe] and isoquinolines II [R5 = H, 8-F, 6-Br, etc.; R6 = H, Me; R7 = 2,6-di-MeOC6H3, 2-naphthyl, 2-thienyl, etc.] were synthesized via rhodium-catalyzed coupling of arenes/sulfoximines/benzylamines with sulfoxonium ylides. In the part of experimental materials, we found many familiar compounds, such as Trimethylsulfoxonium iodide(cas: 1774-47-6Application of 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.Application of 1774-47-6

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

Xiao, Jun-An; Peng, Hai; Liang, Jin-Shao; Meng, Ru-Fang; Su, Wei; Xiao, Qi; Yang, Hua published their research in Chemical Communications (Cambridge, United Kingdom) in 2021. The article was titled 《Gold/scandium bimetallic relay catalysis of formal [5+2]- and [4+2]-annulations: access to tetracyclic indole scaffolds》.Related Products of 1774-47-6 The article contains the following contents:

Regiodivergent formal [5+2]- and [4+2]-annulation reactions of indole derivatives with 2-(2-alkynyl)aryl cyclopropane-1,1-diesters (ACPs) was developed. A series of tetracyclic indole derivatives were delivered in a 77% average yield with excellent regioselectivities enabled by Au(I)/Sc(III) bimetallic relay catalysis. A gram-scale reaction and further transformation of the resulting tetracyclic indoles demonstrated the practical utility of this protocol. Moreover, the photophys. properties of the obtained multicyclic compounds were also investigated.Trimethylsulfoxonium iodide(cas: 1774-47-6Related Products of 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.Related Products of 1774-47-6

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