Organoselenium Compounds: Chemistry and Applications in Organic Synthesis

Chemistry - A European Journal, Год журнала: 2023, Номер 29(52)

Опубликована: Июнь 28, 2023

Abstract Selenium, originally described as a toxin, turns out to be crucial trace element for life that appears selenocysteine and its dimer, selenocystine. From the point of view drug developments, selenium‐containing drugs are isosteres sulfur oxygen with advantage presence selenium atom confers antioxidant properties high lipophilicity, which would increase cell membrane permeation leading better oral bioavailability. In this article, we have focused on relevant features atom, above all, corresponding synthetic approaches access variety organoselenium molecules along proposed reaction mechanisms. The preparation biological selenosugars, including selenoglycosides, selenonucleosides, selenopeptides, other compounds will treated. We attempted condense most important aspects interesting examples chemistry into single article.

Язык: Английский

---

Recent Progress in Synthetic Applications of Hypervalent Iodine(III) Reagents

Chemical Reviews, Год журнала: 2024, Номер unknown

Опубликована: Сен. 13, 2024

Hypervalent iodine(III) compounds have found wide application in modern organic chemistry as environmentally friendly reagents and catalysts. iodine are commonly used synthetically important halogenations, oxidations, aminations, heterocyclizations, various oxidative functionalizations of substrates. Iodonium salts arylating reagents, while iodonium ylides imides excellent carbene nitrene precursors. Various derivatives benziodoxoles, such azidobenziodoxoles, trifluoromethylbenziodoxoles, alkynylbenziodoxoles, alkenylbenziodoxoles group transfer the presence transition metal catalysts, under metal-free conditions, or using photocatalysts photoirradiation conditions. Development hypervalent catalytic systems discovery highly enantioselective reactions chiral represent a particularly recent achievement field chemistry. Chemical transformations promoted by many cases unique cannot be performed any other common, non-iodine-based reagent. This review covers literature published mainly last 7-8 years, between 2016 2024.

Язык: Английский

---

Recent advances in photochemical and electrochemically induced thiocyanation: a greener approach for SCN-containing compound formation

RSC Advances, Год журнала: 2022, Номер 12(10), С. 6214 - 6233

Опубликована: Янв. 1, 2022

Techniques utilizing photo- and electrochemically induced reactions have been developed to accelerate organic processes. These techniques use light or electrical energy (electron transfer) as a direct source without using an initiator reagent. Thiocyanates are found in biologically active pharmacological compounds can be converted into various functional groups. It is one of the most prominent scaffolds. Significant development electro-chemically thiocyanation procedures has made recent years for conception carbon-sulfur bonds synthesis pharmaceutically important molecules. This review discusses different driven C(sp

Язык: Английский

---

Recent advances in transition-metal-free C–H functionalization of imidazo[1,2-a]pyridines

Green Synthesis and Catalysis, Год журнала: 2022, Номер 3(3), С. 227 - 242

Опубликована: Март 19, 2022

Imidazo[1,2-a]pyridines are unique nitrogen-containing organic compounds with wide applications in pharmaceuticals, natural products, material science and organometallics. Due to their significant biological synthetic value, the construction of imidazo[1,2-a]pyridine scaffolds has been a highly intriguing research topic, substantial progress had made past decades. In this review, we aim summarize current advances direct C–H functionalization imidazo[1,2-a]pyridines under transition-metal-free conditions. For selected examples, focused on design catalytic cycle mechanism, as well representative outcomes applications.

Язык: Английский

---

Dual-state emissive imidazo[1,2-α]pyridines with full color emission, acidochromism, viscosity-dependent fluorescence, and bioimaging applications

Dyes and Pigments, Год журнала: 2024, Номер 224, С. 112004 - 112004

Опубликована: Фев. 2, 2024

Язык: Английский

---

Four-component synthesis of 3-aminomethylated imidazoheterocycles in EtOH under catalyst-free, oxidant-free and mild conditions

Green Chemistry, Год журнала: 2021, Номер 23(12), С. 4430 - 4434

Опубликована: Янв. 1, 2021

The 3-aminomethylated imidazoheterocycles were efficiently synthesized in one-step via a four-component reaction of equimolar cheap and commercially available reactants at ambient temperature under catalyst-, oxidant-, base-free mild conditions.

Язык: Английский

---

Photocatalytic C–H Thiocyanation of NH₂-Enaminones and the Tunable Synthetic Routes to 2-Aminothiazoles and 2-Thiazolinones

The Journal of Organic Chemistry, Год журнала: 2022, Номер 87(19), С. 13195 - 13203

Опубликована: Сен. 15, 2022

Visible light photocatalytic reactions of NH2-enaminones and ammonium thiocyanate for chemoselective α-C-H thiocyanation have been realized the first time, providing a sustainable route synthesis thiocyanated NH2-enaminones. In addition, enaminone products can be flexibly transformed into 2-aminothiazoles 2-thiazolinones via simple operation.

Язык: Английский

---

Te⋯N secondary-bonding interactions in tellurium crystals: Supramolecular aggregation patterns and a comparison with their lighter congeners

Coordination Chemistry Reviews, Год журнала: 2022, Номер 457, С. 214397 - 214397

Опубликована: Янв. 21, 2022

Язык: Английский

---

Organic Selenocyanates: Rapid Advancements and Applicationsin the Field of Organic Chemistry

Asian Journal of Organic Chemistry, Год журнала: 2022, Номер 11(8)

Опубликована: Июнь 15, 2022

Abstract The incorporation of the cyanato‐chalcogen group (OCN, SCN, and SeCN) has piqued interest many researchers in field modern organic synthetic chemistry. Methodologies for selenocyanation are far less advanced than those OCN SCN chemistry due to scarcity SeCN transfer reagents approaches. It also been discovered that selenocyanate precursor (SeCN) performs significantly better thiocyanate (SCN) terms pharmacological properties scaffolds. Recent years, new (nucleophilic, electrophilic, radical) techniques were introduced allowed creation selenocyanato uncomplicatedly under gentle reaction conditions, particularly transition metal catalysis photo‐/electro‐chemically influenced reactions, which seemingly unimaginable. In this review, we have categorized a variety using various types regents their applications last decades, focusing on multiple catalysts preparation selenocyanates derivatives.

Язык: Английский

---

NCS-promoted thiocyanation and selenocyanation of pyrrolo[1,2-a]quinoxalines

Organic & Biomolecular Chemistry, Год журнала: 2020, Номер 18(44), С. 9088 - 9094

Опубликована: Янв. 1, 2020

An efficient NCS-promoted thiocyanation of pyrrolo[1,2-a]quinoxalines with NH₄SCN or KSCN was developed. Moreover, in the presence KSeCN, selenocyanation also achieved.

Язык: Английский

---