Copolymerization Involving Sulfur-Containing Monomers

Chemical Reviews, Год журнала: 2023, Номер 123(24), С. 14038 - 14083

Опубликована: Ноя. 2, 2023

Incorporating sulfur (S) atoms into polymer main chains endows these materials with many attractive features, including a high refractive index, mechanical properties, electrochemical and adhesive ability to heavy metal ions. The copolymerization involving S-containing monomers constitutes facile method for effectively constructing polymers diverse structures, readily tunable sequences, topological structures. In this review, we describe the recent advances in synthesis of via or multicomponent polymerization techniques concerning variety monomers, such as dithiols, carbon disulfide, carbonyl sulfide, cyclic thioanhydrides, episulfides elemental (S8). Particularly, significant focus is paid precise control main-chain sequence, stereochemistry, structure achieving high-value applications.

Язык: Английский

---

Arylthianthrenium Salts as the Aryl Sources: Visible Light/Copper Catalysis-Enabled Intermolecular Azidosulfonylation of Alkenes

Organic Letters, Год журнала: 2024, Номер 26(9), С. 1845 - 1850

Опубликована: Фев. 26, 2024

The difunctionalization of alkenes using aryl thianthrenium salts as the sources has been reported sporadically. However, four-component on basis not thus far and still remains a challenge. Herein, visible light/copper catalysis-enabled reaction salts, DABCO·(SO

Язык: Английский

---

Photoinduced Vicinal Sulfamoyloximation of Alkenes: Harnessing Bifunctional Nitrosamines via a Rapid Radical Trapping Strategy

Organic Letters, Год журнала: 2024, Номер 26(29), С. 6253 - 6258

Опубликована: Июль 17, 2024

We developed a photoinduced method for vicinal sulfamoyloximation of alkenes using

Язык: Английский

---

Photoredox-Catalyzed Radical–Radical Cross-Coupling of Sulfonyl Chlorides with Trifluoroborate Salts

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(15), С. 11161 - 11172

Опубликована: Июль 25, 2023

Sulfones are widely found in natural products and drug molecules. Here, we disclose a strategy for direct synthesis of sulfone compounds with diverse structures by visible-light-catalyzed radical-radical cross-coupling sulfonyl chlorides trifluoroborate salts. Allyl, benzyl, vinyl, aryl trifluoroborates can be successfully cross-coupled (hetero)aryl alkyl chlorides, respectively. This features redox neutrality, good substrate generality, simple operation, benign reaction conditions.

Язык: Английский

---

Ni-Catalyzed Hydrosulfonylation of Alkenes with Aromatic Iodides and K₂S₂O₅

Organic Letters, Год журнала: 2023, Номер 25(44), С. 8043 - 8047

Опубликована: Окт. 30, 2023

Hydrosulfonylation of alkenes with readily available aromatic iodides via a SO2-insetion strategy is presented. The combination non-noble Ni catalysis (iPr)3SiH as the final reductant enables efficient formation aryl and heteroaryl sulfinate intermediates, which undergo Michael-type additions to electron-deficient for initiating hydrosulfonylation process. Moreover, superiority this protocol demonstrated by broad substrate scope good functional group compatibility.

Язык: Английский

---

An Aqueous Three‐Component Reaction of Cyclopropanols, DABCO ⋅ (SO₂)₂ and Diaryliodonium salts

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(19), С. 3392 - 3396

Опубликована: Сен. 14, 2023

Abstract An additive‐ and external oxidant‐free reaction of cyclopropanols, DABCO ⋅ (SO 2 ) diaryliodonium salts in aqueous phase is described. This proceeds under mild conditions, affording bioactive aryl substituted γ‐keto sulfones 36%‐90% yields with good functional group tolerance. through a sulfinate intermediate, which undergoes nucleophilic salts, giving rise to corresponding sulfones.

Язык: Английский

---

Sequential Ring Opening/In Situ SO₂-Capture/Alkynylation of Cyclopropanols with Alkynyl Triflones Initiated by Energy Transfer

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(11), С. 7656 - 7661

Опубликована: Май 15, 2024

A visible-light-triggered ring opening/in situ SO2-capture/alkynylation sequence of cyclopropyl alcohols with alkynyl triflones using 4CzIPN as a triplet energy transfer photocatalyst is herein described. This metal-free protocol provides straightforward and atom-economical approach to alkynyl-substituted γ-keto sulfones broad scope substituents. In this transformation, could be used both radical acceptors SO2 donors. Preliminary experimental mechanistic studies synthetic utility are also demonstrated.

Язык: Английский

---

Access to chiral sulfones with an all-carbon quaternary stereocenter from sulfur dioxide

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(15), С. 4275 - 4283

Опубликована: Янв. 1, 2024

A copper-catalyzed enantioselective four-component reaction via the insertion of sulfur dioxide toward synthesis chiral sulfones bearing an all-carbon quaternary stereocenter at β position is reported.

Язык: Английский

---

Transition-Metal-Catalyzed Regiodivergent Sulfonylation of Aziridrines for the Synthesis of β‑Amino Sulfones

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(22), С. 6340 - 6346

Опубликована: Янв. 1, 2024

We developed the first transition-metal-catalyzed, regiodivergent sulfonylation of aziridines, enabling efficient synthesis diverse β-amino sulfones under mild conditions with broad substrate compatibility and high regioselectivity.

Язык: Английский

---

Generation of perthiyl radicals for the synthesis of unsymmetric disulfides

Nature Communications, Год журнала: 2025, Номер 16(1)

Опубликована: Янв. 2, 2025

Unsymmetric disulfides are prevalent in natural products and essential medicinal chemistry materials science, but their robust synthesis poses significant challenges. In this paper, we report an expeditous transition-metal-free methodology for synthesizing unsymmetric through the addition of perthiyl radicals to alkenes. This study marks use generating by reacting SO2 with unactivated alkyl (pseudo)halides (Cl/Br/I/OTs). Various primary, secondary tertiary substituted different functional groups successfully function as suitable reactants. The formation involvement reaction process verified mechanistic studies DFT calculations. Overall, method leverages readily available electrophiles alkenes alongside a single setup efficiently form both carbon-sulfur sulfur-sulfur bonds simultaneously. Here, authors novel transition-metalfree

Язык: Английский

---