Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: unknown
Published: Dec. 5, 2024
A TBADT-photocatalyzed cascade hydrogen atom transfer procedure was established for the synthesis of α-CF 3 -1,4-diketones from aldehydes and 2-bromo-3,3,3-trifluoro-1-propenes.
Language: Английский
ACS Catalysis, Journal Year: 2025, Volume and Issue: 15(3), P. 1854 - 1941
Published: Jan. 17, 2025
Over the past decade, visible-light-mediated energy-transfer (EnT) catalysis, particularly triplet–triplet (TTEnT) has emerged as a mild and environmentally friendly approach for diverse organic synthetic transformations. In contrast to photoredox which typically requires sacrificial electron donors or acceptors complete catalytic cycle, EnT photocatalysis generally proceeds with high atom economy while minimizing generation of wasteful byproducts. Furthermore, successful catalysis is contingent upon precise control redox potentials both photocatalysts substrates, strategies are primarily influenced by triplet energy compatibility between these entities. Considering growing importance photocatalysis, well hydrofunctionalization difunctionalization reactions in synthesis, this review systematically summarizes significant advancements EnT-enabled unsaturated compounds via sigma-bond homolysis over decade. Special emphasis placed on elucidating substrate scopes mechanistic scenarios. Additionally, discusses versatile applications methodologies addresses current challenges opportunities within evolving research field. This structured into six main categories based different types sigma-bonds undergoing homolysis. These include transformations mediated 1) N–O bond oxime esters other N,O-radical precursors; 2) N–S N-sulfonyl imines N,S-radical 3) chalcogen–chalcogen disulfides oxy/thio/selenosulfonates; 4) C–S tri/difluoromethylated sulfinates, acetylenic triflones, arylsulfonium salts; 5) C–X (X = halogen) halides; 6) acceptors. Through providing theoretical backgrounds along comprehensive overview currently employed acceptors, photosensitizers, contemporary EnT-induced compounds, aims serve an invaluable resource future innovations rapidly
Language: Английский
Citations
1
Organic Letters, Journal Year: 2024, Volume and Issue: 26(37), P. 7949 - 7955
Published: Sept. 11, 2024
A novel electron donor-acceptor (EDA) complex/copper catalysis model has been proposed for the construction of 2,3-diarylpropionitriles under visible light conditions. The developed protocol proceeds via intermolecular charge transfer between photoactive EDA complex dibutamine (DBA), aryl thianthrenium salts, and trimethylsilyl cyanide (TMSCN), followed by a copper catalytic cycle. UV-vis absorption measurements confirm participation complexes as reactive intermediates. This three-component process smoothly in presence pharmaceutically relevant core structures sensitive functional groups, which offers possibility precise editing drug molecules with important scaffolds.
Language: Английский
Citations
5
Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(44), P. 30474 - 30482
Published: Oct. 28, 2024
Sigma bond cleavage through electronically excited states allows synthetically useful transformations with two radical species. Direct excitation of simple aryl halides to form both and halogen radicals necessitates UV-C light, so undesired side reactions are often observed specific equipment is required. Moreover, only extended π systems comparatively low triplet energy applicable transfer catalysis. Here we show the conceptual advantages arylthianthrenium salts (ArTTs) for catalysis high efficiency compared conventional (pseudo)halides their utility in arylation ethylene. The fundamental advance enabled by ArTTs that may originate large part from electronic interplay between distinct sulfur atoms tricyclic thianthrene scaffold, which not accessible either or other sulfonium salts.
Language: Английский
Citations
5
The Innovation, Journal Year: 2025, Volume and Issue: unknown, P. 100809 - 100809
Published: Jan. 1, 2025
Language: Английский
Citations
0
Green Chemistry, Journal Year: 2025, Volume and Issue: 27(8), P. 2286 - 2292
Published: Jan. 1, 2025
We present a catalyst- and thiol-free protocol for arene C–H thioetherification under visible light irradiation.
Language: Английский
Citations
0
Organic Letters, Journal Year: 2025, Volume and Issue: unknown
Published: Feb. 3, 2025
A modular protocol that achieved the efficient synthesis of imidazo[2,1-b][1,3,4]thiadiazoles/selenadiazoles via using easily available N-tosylhydrazones, chalcone derivatives, and KSCN/KSeCN is proposed. The method overcomes elongated steps prefunctionalized synthons previous methods. It solves problem traditional preparation methods, which makes it difficult to synthesize thickened selenium-containing heterocyclic molecules, further expanding number members in its family. fluorescence these compounds also reveals potential values scaffolds we synthesized.
Language: Английский
Citations
0
Organic Letters, Journal Year: 2025, Volume and Issue: unknown
Published: Feb. 7, 2025
We report a novel photocatalyzed selective functionalization of terminal olefins for the synthesis Z-olefins and cyclobutanes under mild conditions in excellent yields. A series Z-cinnamic acid derivatives, enamines, amide-containing were efficiently synthesized using this method. Mechanistic studies indicated that success reaction is based on triple radical relay strategy, anion-π interaction aryl halide activation generation, palladium controlling chemoselectivity radical, photocatalyst stereoselectivity via diradical species, respectively.
Language: Английский
Citations
0
Luminescence, Journal Year: 2025, Volume and Issue: 40(4)
Published: April 1, 2025
ABSTRACT Fluorescence quenching, a process where the intensity of fluorescence is diminished by various molecular interactions, has emerged as critical tool in drug discovery. This review delves into underlying mechanisms including static and dynamic Förster resonance energy transfer (FRET), photoinduced electron (PET). Each mechanism offers unique insights binding affinities, conformational changes candidates, enabling researchers to dissect complex biological systems with precision. The application quenching high‐throughput screening (HTS) particularly emphasized, highlighting its role identifying lead compounds optimizing drug–target interactions. Furthermore, explores integration advanced techniques, such time‐resolved single‐molecule spectroscopy, elucidating phenomena at level. These techniques provide deeper understanding drug–receptor allosteric modulation, protein dynamics, which are pivotal development pipeline. potential probing pharmacokinetics pharmacodynamics novel therapeutics also discussed, underscoring versatility effectiveness. By offering comprehensive analysis their applications, this aims inform future discovery endeavors, fostering more effective targeted therapies.
Language: Английский
Citations
0
Advanced Science, Journal Year: 2024, Volume and Issue: 12(2)
Published: Nov. 21, 2024
Abstract Efficiently assembling amino acids and peptides with bioactive molecules facilitates the modular streamlined synthesis of a diverse library peptide‐related compounds. Particularly notable is their application in pharmaceutical development, leveraging site‐selective late‐stage functionalization. Here, visible light‐induced three‐component reaction involving arylthianthrenium salts, acid/peptide derivatives, alkenes are introduced. This approach utilizes captodatively‐stabilized carbon radicals to enable radical‐radical C─C coupling, effectively constructing complex molecules. method offers promising alternative route for peptide‐derived bio‐relevant compounds
Language: Английский
Citations
1
Organic Letters, Journal Year: 2024, Volume and Issue: 26(34), P. 7155 - 7160
Published: Aug. 21, 2024
Thiophosphates serve as pivotal reagents within the realms of both organic and inorganic synthesis, with their most notable applications observed in agricultural chemistry. This manuscript delineates a modular three-component synthetic strategy for site-selective arene C–H thiophosphorylation thianthrenium salt, 1,4-diazabicyclo[2.2.2]octane-sulfur dioxide (DABSO), diarylphosphine oxides substrates. approach facilitates metal-free green synthesis diverse spectrum S-aryl phosphorothioates through functionalization late-stage modification showcasing practicality broad applicability.
Language: Английский
Citations
0