Day: January 3, 2023

Copper-Mediated Radical-Polar Crossover Enables Photocatalytic Oxidative Functionalization of Sterically Bulky Alkenes was written by Reed, Nicholas L.;Lutovsky, Grace A.;Yoon, Tehshik P.. And the article was included in Journal of the American Chemical Society in 2021.Electric Literature of C12H15NO3S This article mentions the following:

Oxidative heterofunctionalization reactions are among the most attractive methods for the conversion of alkenes and heteroat. nucleophiles into complex saturated heterocycles. However, the state-of-the-art transition-metal-catalyzed methods to effect oxidative heterofunctionalizations are typically limited to unhindered olefins, and different nucleophilic partners generally require quite different reaction conditions. Herein, we show that Cu(II)-mediated radical-polar crossover allows for highly efficient and exceptionally mild photocatalytic oxidative heterofunctionalization reactions between bulky tri- and tetrasubstituted alkenes and a wide variety of nucleophilic partners. Moreover, we demonstrate that the broad scope of this transformation arises from photocatalytic alkene activation and thus complements existing transition-metal-catalyzed methods for oxidative heterofunctionalization. More broadly, these results further demonstrate that Cu(II) salts are ideal terminal oxidants for photoredox applications and that the combination of photocatalytic substrate activation and Cu(II)-mediated radical oxidation can address long-standing challenges in catalytic oxidation chem. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Electric Literature of C12H15NO3S).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine and its derivatives have become increasingly popular in many synthetic schemes. The piperidine and polyhydroxylated indolizidine derivatives have shown to be promising α-glucosidase inhibitors. The former are analogs of DNJ with an improved α-glucosidase inhibitory profile than that of DNJ. Boisson et al.Electric Literature of C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis of α-enaminones from cyclic ketones and anilines using oxoammonium salt as an oxygen transfer reagent was written by Xu, Biping;Shang, Yaping;Jie, Xiaoming;Zhang, Xiaofeng;Kan, Jian;Yedage, Subhash Laxman;Su, Weiping. And the article was included in Green Chemistry in 2020.Safety of 1-Tosylpiperidin-4-one This article mentions the following:

A convenient and straightforward transformation of cyclic ketones with anilines at room temperature was developed using oxoammonium salt TEMPO^+PF6- as an oxidant. This method enabled the synthesis of a broad range of α-enaminones. The ¹⁸O-labeling experiment demonstrated that oxoammonium salt served as the oxygen transfer reagent. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Safety of 1-Tosylpiperidin-4-one).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.Safety of 1-Tosylpiperidin-4-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

p-Trifluoromethyl- and p-pentafluorothio-substituted curcuminoids of the 2,6-di[(E)-benzylidene)]cycloalkanone type: syntheses and activities against Leishmania major and Toxoplasma gondii parasites was written by Al Nasr, Ibrahim S.;Hanachi, Riadh;Said, Ridha B.;Rahali, Seyfeddine;Tangour, Bahoueddine;Abdelwahab, Siddig I.;Farasani, Abdullah;M. E. Taha, Manal;Bidwai, Anil;Koko, Waleed S.;Khan, Tariq A.;Schobert, Rainer;Biersack, Bernhard. And the article was included in Bioorganic Chemistry in 2021.Application of 33439-27-9 This article mentions the following:

A series of the title curcuminoids I (X = NH, NTs, S, CH₂, etc.; R = CF₃, SF₅) with structural variance in the heteroatom of the cycloalkanone and the p-substituents of the Ph rings were tested for their activities against Leishmania major and Toxoplasma gondii parasites. The majority of them showed high activities against both parasite forms with EC₅₀ values in the sub-micromolar concentration range. The compound I (X = NH; R = SF₅) was not just noticeable antiparasitic, but also exhibited a considerable selectivity for L. major promastigotes over normal Vero cells. While derivatives differing only in the p-Ph substituents being CF₃ or SF₅ showed similar antiparasitic activities, the cyclic ketone hub was more decisive both for the anti-parasitic activities and the selectivities for the parasites vs. normal cells. QSAR calculations confirmed the observed structure-activity relations and suggested structural variations for a further improvement of the antiparasitic activity. Docking studies based on DFT calculations revealed L. major pteridine reductase 1 as a likely mol. target protein of the title compounds In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Application of 33439-27-9).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. The piperidine moiety constitutes an important building block for the synthesis of a variety of bioactive natural products, alkaloids and other drugs. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N–H bond in an axial position, and the other in an equatorial position.Application of 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem